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Reported synthesis of 6", "pdf": { "Page": 1, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 440, 269, 639, 283 ], "ImageBB": [ 455, 288, 761, 543 ] }, "reactions": [ { "reactants": [ 0, 12 ], "conditions": [ 4 ], "products": [ 5 ] }, { "reactants": [ 5 ], "conditions": [ 1 ], "products": [ 11 ] }, { "reactants": [ 11 ], "conditions": [ 6 ], "products": [ 3 ] } ], "diagram_type": "multiple", "arrows": [ 13, 14, 15 ] }, { "id": 782, "width": 728, "height": 1288, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/jo502752u-Table-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 479, 0, 118, 76 ], "category_id": 1 }, { "id": 1, "bbox": [ 273, 1114, 174, 90 ], "category_id": 1 }, { "id": 2, "bbox": [ 510, 527, 139, 112 ], "category_id": 1 }, { "id": 3, "bbox": [ 539, 945, 142, 111 ], "category_id": 1 }, { "id": 4, "bbox": [ 246, 750, 193, 115 ], "category_id": 1 }, { "id": 5, "bbox": [ 29, 519, 151, 120 ], "category_id": 1 }, { "id": 6, "bbox": [ 476, 284, 173, 108 ], "category_id": 1 }, { "id": 7, "bbox": [ 45, 1116, 131, 83 ], "category_id": 1 }, { "id": 8, "bbox": [ 457, 1132, 245, 68 ], "category_id": 1 }, { "id": 9, "bbox": [ 263, 10, 170, 31 ], "category_id": 2 }, { "id": 10, "bbox": [ 457, 738, 192, 130 ], "category_id": 1 }, { "id": 11, "bbox": [ 53, 943, 147, 110 ], "category_id": 1 }, { "id": 12, "bbox": [ 296, 945, 146, 110 ], "category_id": 1 }, { "id": 13, "bbox": [ 2, 747, 196, 116 ], "category_id": 1 }, { "id": 14, "bbox": [ 278, 286, 160, 107 ], "category_id": 1 }, { "id": 15, "bbox": [ 8, 284, 174, 113 ], "category_id": 1 }, { "id": 16, "bbox": [ 505, 72, 70, 29 ], "category_id": 3 }, { "id": 17, "bbox": [ 251, 522, 189, 106 ], "category_id": 1 }, { "id": 18, "bbox": [ 42, 123, 143, 109 ], "category_id": 1 }, { "id": 19, "bbox": [ 480, 120, 168, 116 ], "category_id": 1 }, { "id": 20, "bbox": [ 31, 651, 141, 41 ], "category_id": 3 }, { "id": 21, "bbox": [ 286, 44, 91, 58 ], "category_id": 2 }, { "id": 22, "bbox": [ 248, 122, 191, 111 ], "category_id": 1 }, { "id": 23, "bbox": [ 291, 1209, 148, 34 ], "category_id": 3 }, { "id": 24, "bbox": [ 59, 1215, 201, 62 ], "category_id": 3 }, { "id": 25, "bbox": [ 483, 1059, 227, 52 ], "category_id": 3 }, { "id": 26, "bbox": [ 295, 1058, 135, 32 ], "category_id": 3 }, { "id": 27, "bbox": [ 58, 1055, 136, 35 ], "category_id": 3 }, { "id": 28, "bbox": [ 535, 873, 132, 29 ], "category_id": 3 }, { "id": 29, "bbox": [ 291, 875, 158, 31 ], "category_id": 3 }, { "id": 30, "bbox": [ 58, 869, 126, 32 ], "category_id": 3 }, { "id": 31, "bbox": [ 493, 656, 154, 54 ], "category_id": 3 }, { "id": 32, "bbox": [ 478, 435, 212, 62 ], "category_id": 3 }, { "id": 33, "bbox": [ 242, 409, 208, 108 ], "category_id": 3 }, { "id": 34, "bbox": [ 11, 405, 194, 80 ], "category_id": 3 }, { "id": 35, "bbox": [ 529, 244, 122, 26 ], "category_id": 3 }, { "id": 36, "bbox": [ 294, 242, 143, 28 ], "category_id": 3 }, { "id": 37, "bbox": [ 43, 241, 136, 24 ], "category_id": 3 }, { "id": 38, "bbox": [ 234, 632, 208, 109 ], "category_id": 3 }, { "id": 39, "bbox": [ 107, 30, 92, 28 ], "category_id": 1 }, { "id": 40, "bbox": [ 532, 1209, 145, 37 ], "category_id": 3 }, { "id": 41, "bbox": [ 253, 33, 184, 20 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 39 ], "conditions": [ 9, 21 ], "products": [ 0 ] } ], "corefs": [ [ 0, 16 ], [ 18, 37 ], [ 22, 36 ], [ 19, 35 ], [ 15, 34 ], [ 14, 33 ], [ 6, 32 ], [ 5, 20 ], [ 17, 38 ], [ 2, 31 ], [ 13, 30 ], [ 4, 29 ], [ 10, 28 ], [ 11, 27 ], [ 12, 26 ], [ 3, 25 ], [ 7, 24 ], [ 1, 23 ], [ 8, 40 ] ], "caption": "Table 2. KOtBu-Promoted Hydration of the Nitriles", "pdf": { "Page": 2, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 449, 90, 743, 110 ], "ImageBB": [ 488, 116, 746, 562 ] }, "diagram_type": "single", "arrows": [ 41 ] }, { "id": 789, "width": 728, "height": 1288, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/jo501910q-Table-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 360, 400, 70, 39 ], "category_id": 3 }, { "id": 1, "bbox": [ 296, 995, 219, 167 ], "category_id": 1 }, { "id": 2, "bbox": [ 401, 122, 64, 32 ], "category_id": 3 }, { "id": 3, "bbox": [ 167, 117, 70, 31 ], "category_id": 3 }, { "id": 4, "bbox": [ 308, 695, 179, 198 ], "category_id": 1 }, { "id": 5, "bbox": [ 35, 712, 203, 166 ], "category_id": 1 }, { "id": 6, "bbox": [ 470, 466, 182, 168 ], "category_id": 1 }, { "id": 7, "bbox": [ 232, 467, 186, 167 ], "category_id": 1 }, { "id": 8, "bbox": [ 43, 880, 343, 107 ], "category_id": 3 }, { "id": 9, "bbox": [ 58, 464, 149, 169 ], "category_id": 1 }, { "id": 10, "bbox": [ 214, 232, 208, 208 ], "category_id": 1 }, { "id": 11, "bbox": [ 492, 886, 217, 51 ], "category_id": 3 }, { "id": 12, "bbox": [ 526, 1160, 123, 37 ], "category_id": 3 }, { "id": 13, "bbox": [ 269, 862, 107, 31 ], "category_id": 3 }, { "id": 14, "bbox": [ 51, 632, 183, 86 ], "category_id": 3 }, { "id": 15, "bbox": [ 252, 630, 184, 63 ], "category_id": 3 }, { "id": 16, "bbox": [ 442, 630, 206, 59 ], "category_id": 3 }, { "id": 17, "bbox": [ 355, 1168, 125, 23 ], "category_id": 3 }, { "id": 18, "bbox": [ 74, 1201, 398, 65 ], "category_id": 3 }, { "id": 19, "bbox": [ 516, 983, 178, 175 ], "category_id": 1 }, { "id": 20, "bbox": [ 137, 35, 182, 87 ], "category_id": 1 }, { "id": 21, "bbox": [ 341, 2, 162, 124 ], "category_id": 1 }, { "id": 22, "bbox": [ 332, 161, 254, 65 ], "category_id": 2 }, { "id": 23, "bbox": [ 74, 988, 221, 210 ], "category_id": 1 }, { "id": 24, "bbox": [ 511, 717, 179, 167 ], "category_id": 1 }, { "id": 25, "bbox": [ 316, 151, 23, 86 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 20, 21 ], "conditions": [ 22 ], "products": [ 10 ] } ], "corefs": [ [ 20, 3 ], [ 21, 2 ], [ 10, 0 ], [ 9, 14 ], [ 7, 15 ], [ 6, 16 ], [ 5, 8 ], [ 4, 13 ], [ 24, 11 ], [ 23, 18 ], [ 1, 17 ], [ 19, 12 ] ], "caption": "Table 2. Synthesis of Various Substituted 5,6- Dihydrophenanthridines ", "pdf": { "Page": 3, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 82, 233, 340, 263 ], "ImageBB": [ 82, 269, 420, 860 ] }, "diagram_type": "tree", "arrows": [ 25 ] }, { "id": 130, "width": 1148, "height": 812, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op900102a-Table-c3.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 152, 106, 231, 55 ], "category_id": 1 }, { "id": 1, "bbox": [ 5, 186, 1142, 625 ], "category_id": 4 }, { "id": 2, "bbox": [ 436, 4, 259, 65 ], "category_id": 2 }, { "id": 3, "bbox": [ 436, 84, 229, 69 ], "category_id": 2 }, { "id": 4, "bbox": [ 95, 0, 297, 37 ], "category_id": 1 }, { "id": 5, "bbox": [ 777, 8, 272, 138 ], "category_id": 1 }, { "id": 6, "bbox": [ 424, 64, 307, 19 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 4 ], "conditions": [ 2, 3 ], "products": [ 5 ] }, { "reactants": [ 0 ], "conditions": [ 2, 3 ], "products": [ 5 ] } ], "corefs": [], "caption": "Table 3. Silanation and nucleophilic substitution of (3-bromopropyl)trimethoxysilane or (3-bromopropyl)- trichlorosilane to S3x ", "pdf": { "Page": 2, "DPI": 100, "Width": 818, "Height": 1088, "CaptionBB": [ 425, 462, 720, 503 ], "ImageBB": [ 424, 515, 763, 761 ] }, "diagram_type": "single", "arrows": [ 6 ] }, { "id": 1221, "width": 980, "height": 952, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op010052o-Scheme-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 352, 521, 286, 35 ], "category_id": 3 }, { "id": 1, "bbox": [ 453, 329, 211, 41 ], "category_id": 2 }, { "id": 2, "bbox": [ 310, 245, 155, 221 ], "category_id": 1 }, { "id": 3, "bbox": [ 222, 597, 399, 289 ], "category_id": 1 }, { "id": 4, "bbox": [ 93, 791, 73, 36 ], "category_id": 2 }, { "id": 5, "bbox": [ 8, 263, 105, 200 ], "category_id": 1 }, { "id": 6, "bbox": [ 41, 479, 27, 31 ], "category_id": 3 }, { "id": 7, "bbox": [ 518, 281, 39, 31 ], "category_id": 3 }, { "id": 8, "bbox": [ 814, 479, 21, 30 ], "category_id": 3 }, { "id": 9, "bbox": [ 116, 256, 196, 113 ], "category_id": 2 }, { "id": 10, "bbox": [ 504, 400, 66, 33 ], "category_id": 2 }, { "id": 11, "bbox": [ 352, 484, 29, 33 ], "category_id": 3 }, { "id": 12, "bbox": [ 162, 400, 68, 34 ], "category_id": 2 }, { "id": 13, "bbox": [ 21, 716, 233, 46 ], "category_id": 2 }, { "id": 14, "bbox": [ 390, 871, 29, 35 ], "category_id": 3 }, { "id": 15, "bbox": [ 474, 2, 123, 280 ], "category_id": 1 }, { "id": 16, "bbox": [ 389, 909, 309, 34 ], "category_id": 3 }, { "id": 17, "bbox": [ 586, 218, 389, 285 ], "category_id": 1 }, { "id": 18, "bbox": [ 112, 375, 176, 25 ], "category_id": 2, "original_name": "1" }, { "id": 19, "bbox": [ 452, 375, 174, 23 ], "category_id": 2, "original_name": "1" }, { "id": 20, "bbox": [ 308, 494, 48, 48 ], "category_id": 2, "original_name": "1" }, { "id": 21, "bbox": [ 3, 761, 253, 20 ], "category_id": 2, "original_name": "1" }, { "id": 22, "bbox": [ 346, 879, 44, 55 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 2", "pdf": { "Page": 2, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 74, 53, 135, 67 ], "ImageBB": [ 107, 72, 377, 331 ] }, "reactions": [ { "reactants": [ 5 ], "conditions": [ 9, 12 ], "products": [ 2 ] }, { "reactants": [ 2, 15 ], "conditions": [ 1, 10 ], "products": [ 17 ] }, { "reactants": [ 17 ], "conditions": [ 13, 4 ], "products": [ 3 ] } ], "diagram_type": "multiple", "arrows": [ 18, 19, 20, 21, 22 ] }, { "id": 1366, "width": 896, "height": 1036, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op960008m-Scheme-c7.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 65, 726, 143, 73 ], "category_id": 1 }, { "id": 1, "bbox": [ 12, 179, 28, 38 ], "category_id": 3 }, { "id": 2, "bbox": [ 727, 560, 80, 44 ], "category_id": 2 }, { "id": 3, "bbox": [ 502, 936, 169, 88 ], "category_id": 1 }, { "id": 4, "bbox": [ 790, 757, 78, 44 ], "category_id": 2 }, { "id": 5, "bbox": [ 312, 154, 79, 41 ], "category_id": 2 }, { "id": 6, "bbox": [ 85, 151, 142, 69 ], "category_id": 1 }, { "id": 7, "bbox": [ 334, 943, 81, 44 ], "category_id": 2 }, { "id": 8, "bbox": [ 495, 265, 238, 146 ], "category_id": 1 }, { "id": 9, "bbox": [ 561, 713, 161, 112 ], "category_id": 1 }, { "id": 10, "bbox": [ 495, 0, 224, 143 ], "category_id": 1 }, { "id": 11, "bbox": [ 282, 793, 254, 41 ], "category_id": 2 }, { "id": 12, "bbox": [ 0, 761, 31, 41 ], "category_id": 3 }, { "id": 13, "bbox": [ 349, 724, 94, 44 ], "category_id": 2 }, { "id": 14, "bbox": [ 727, 971, 64, 46 ], "category_id": 2 }, { "id": 15, "bbox": [ 0, 980, 32, 38 ], "category_id": 3 }, { "id": 16, "bbox": [ 831, 562, 64, 43 ], "category_id": 2 }, { "id": 17, "bbox": [ 319, 487, 123, 52 ], "category_id": 2 }, { "id": 18, "bbox": [ 498, 523, 155, 105 ], "category_id": 1 }, { "id": 19, "bbox": [ 77, 937, 141, 74 ], "category_id": 1 }, { "id": 20, "bbox": [ 332, 1000, 82, 35 ], "category_id": 2 }, { "id": 21, "bbox": [ 280, 190, 168, 24 ], "category_id": 2, "original_name": "1" }, { "id": 22, "bbox": [ 269, 533, 240, 24 ], "category_id": 2, "original_name": "1" }, { "id": 23, "bbox": [ 256, 760, 299, 24 ], "category_id": 2, "original_name": "1" }, { "id": 24, "bbox": [ 260, 980, 221, 21 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 7. Routes to propylene oxide", "pdf": { "Page": 11, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 73, 171, 287, 185 ], "ImageBB": [ 85, 190, 398, 543 ] }, "reactions": [ { "reactants": [ 6 ], "conditions": [ 5 ], "products": [ 10, 8 ] }, { "reactants": [ 10, 8, 17 ], "conditions": [], "products": [ 18, 2, 16 ] }, { "reactants": [ 0 ], "conditions": [ 13, 11 ], "products": [ 9, 4 ] }, { "reactants": [ 19 ], "conditions": [ 7, 20 ], "products": [ 3, 14 ] } ], "diagram_type": "multiple", "arrows": [ 21, 22, 23, 24 ] }, { "id": 328, "width": 616, "height": 1540, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/ol300842d-Table-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 209, 25, 80, 27 ], "category_id": 2 }, { "id": 1, "bbox": [ 207, 54, 84, 20 ], "category_id": 2 }, { "id": 2, "bbox": [ 114, 102, 14, 20 ], "category_id": 3 }, { "id": 3, "bbox": [ 353, 101, 36, 21 ], "category_id": 3 }, { "id": 4, "bbox": [ 496, 102, 42, 18 ], "category_id": 3 }, { "id": 5, "bbox": [ 61, 157, 545, 1206 ], "category_id": 4 }, { "id": 6, "bbox": [ 47, 1383, 568, 156 ], "category_id": 2 }, { "id": 7, "bbox": [ 469, 0, 128, 101 ], "category_id": 1 }, { "id": 8, "bbox": [ 67, 0, 139, 95 ], "category_id": 1 }, { "id": 9, "bbox": [ 295, 0, 159, 104 ], "category_id": 1 }, { "id": 10, "bbox": [ 206, 42, 90, 21 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 8 ], "conditions": [ 0, 1 ], "products": [ 9 ] }, { "reactants": [ 8 ], "conditions": [ 0, 1 ], "products": [ 7 ] } ], "corefs": [ [ 8, 2 ], [ 9, 3 ], [ 7, 4 ] ], "caption": "Table 2. LDA-Mediated Regioselective Thia-Fries Rearrange- ment of Various Oxindole and Pyrazolone Derivatives ", "pdf": { "Page": 3, "DPI": 100, "Width": 843, "Height": 1113, "CaptionBB": [ 437, 87, 768, 114 ], "ImageBB": [ 404, 126, 774, 1062 ] }, "diagram_type": "single", "arrows": [ 10 ] }, { "id": 314, "width": 1120, "height": 840, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/ol3023903-Figure-c4.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 482, 240, 169, 52 ], "category_id": 2 }, { "id": 1, "bbox": [ 490, 559, 201, 25 ], "category_id": 3 }, { "id": 2, "bbox": [ 816, 604, 281, 29 ], "category_id": 3 }, { "id": 3, "bbox": [ 107, 766, 196, 30 ], "category_id": 3 }, { "id": 4, "bbox": [ 281, 137, 180, 149 ], "category_id": 1 }, { "id": 5, "bbox": [ 422, 805, 280, 30 ], "category_id": 3 }, { "id": 6, "bbox": [ 834, 786, 190, 28 ], "category_id": 3 }, { "id": 7, "bbox": [ 805, 343, 245, 246 ], "category_id": 1 }, { "id": 8, "bbox": [ 320, 286, 25, 30 ], "category_id": 3 }, { "id": 9, "bbox": [ 728, 283, 33, 28 ], "category_id": 3 }, { "id": 10, "bbox": [ 381, 622, 339, 181 ], "category_id": 1 }, { "id": 11, "bbox": [ 700, 178, 92, 105 ], "category_id": 1 }, { "id": 12, "bbox": [ 500, 143, 125, 74 ], "category_id": 1 }, { "id": 13, "bbox": [ 74, 604, 268, 161 ], "category_id": 1 }, { "id": 14, "bbox": [ 820, 651, 246, 122 ], "category_id": 1 }, { "id": 15, "bbox": [ 111, 515, 226, 27 ], "category_id": 3 }, { "id": 16, "bbox": [ 474, 358, 225, 190 ], "category_id": 1 }, { "id": 17, "bbox": [ 68, 399, 359, 118 ], "category_id": 1 }, { "id": 18, "bbox": [ 455, 212, 228, 22 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 4 ], "conditions": [ 12, 0 ], "products": [ 11 ] } ], "corefs": [ [ 4, 8 ], [ 11, 9 ], [ 17, 15 ], [ 16, 1 ], [ 7, 2 ], [ 13, 3 ], [ 10, 5 ], [ 14, 6 ] ], "caption": "Figure 4. Scope of the radical olefination for vinyl fluorides. Reaction conditions: olefin (2 equiv), xanthate (1 equiv), lauroyl peroxide was added in 30 mol % portions (with respect to the xanthate) every hour (5 7 h). For 10c, the reaction was run in refluxing DCE. 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Turnover Numbers for the Dismutation of H2O2 Catalyzed by Manganese Salophen Complexes ", "pdf": { "Page": 1, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 440, 701, 723, 725 ], "ImageBB": [ 408, 42, 777, 690 ] }, "diagram_type": "multiple", "arrows": [ 26, 27, 28, 29 ] }, { "id": 186, "width": 1092, "height": 560, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op0601619-Figure-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 886, 259, 171, 71 ], "category_id": 3 }, { "id": 1, "bbox": [ 500, 144, 322, 108 ], "category_id": 2 }, { "id": 2, "bbox": [ 508, 6, 263, 107 ], "category_id": 2 }, { "id": 3, "bbox": [ 380, 103, 70, 54 ], "category_id": 2 }, { "id": 4, "bbox": [ 449, 353, 421, 204 ], "category_id": 2 }, { "id": 5, "bbox": [ 811, 0, 274, 251 ], "category_id": 1 }, { "id": 6, "bbox": [ 2, 5, 284, 247 ], "category_id": 1 }, { "id": 7, "bbox": [ 123, 332, 301, 206 ], "category_id": 1 }, { "id": 8, "bbox": [ 108, 270, 117, 45 ], "category_id": 3 }, { "id": 9, "bbox": [ 546, 118, 202, 20 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 6, 3 ], "conditions": [ 2, 1 ], "products": [ 5 ] } ], "corefs": [ [ 6, 8 ], [ 5, 0 ] ], "caption": "Figure 1. Reaction conditions and structure of the phosphine- oxazoline ligands. 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Ureas from Carboxylic Acids", "pdf": { "Page": 2, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 440, 348, 648, 361 ], "ImageBB": [ 439, 364, 777, 1053 ] }, "diagram_type": "single", "arrows": [ 11, 12, 13 ] }, { "id": 818, "width": 812, "height": 1148, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/jo4014707-Table-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 283, 513, 153, 113 ], "category_id": 1 }, { "id": 1, "bbox": [ 39, 243, 216, 193 ], "category_id": 1 }, { "id": 2, "bbox": [ 329, 456, 168, 30 ], "category_id": 3 }, { "id": 3, "bbox": [ 633, 402, 75, 23 ], "category_id": 3 }, { "id": 4, "bbox": [ 459, 558, 274, 30 ], "category_id": 3 }, { "id": 5, "bbox": [ 461, 673, 295, 31 ], "category_id": 3 }, { "id": 6, "bbox": [ 182, 99, 105, 21 ], "category_id": 2 }, { "id": 7, "bbox": [ 67, 9, 74, 118 ], "category_id": 1 }, { "id": 8, "bbox": [ 574, 287, 198, 110 ], "category_id": 1 }, { "id": 9, "bbox": [ 278, 632, 155, 124 ], "category_id": 1 }, { "id": 10, "bbox": [ 290, 248, 243, 191 ], "category_id": 1 }, { "id": 11, "bbox": [ 37, 526, 221, 190 ], "category_id": 1 }, { "id": 12, "bbox": [ 396, 149, 148, 30 ], "category_id": 2 }, { "id": 13, "bbox": [ 443, 120, 55, 23 ], "category_id": 2 }, { "id": 14, "bbox": [ 441, 86, 59, 30 ], "category_id": 2 }, { "id": 15, "bbox": [ 378, 42, 187, 30 ], "category_id": 2 }, { "id": 16, "bbox": [ 343, 0, 262, 30 ], "category_id": 2 }, { "id": 17, "bbox": [ 213, 139, 33, 26 ], "category_id": 3 }, { "id": 18, "bbox": [ 96, 139, 21, 27 ], "category_id": 3 }, { "id": 19, "bbox": [ 1, 762, 810, 385 ], "category_id": 4 }, { "id": 20, "bbox": [ 642, 11, 119, 127 ], "category_id": 1 }, { "id": 21, "bbox": [ 180, 63, 116, 33 ], "category_id": 2 }, { "id": 22, "bbox": [ 660, 142, 62, 26 ], "category_id": 3 }, { "id": 23, "bbox": [ 91, 456, 117, 28 ], "category_id": 3 }, { "id": 24, "bbox": [ 319, 68, 304, 21 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 7, 21 ], "conditions": [ 16, 15, 14, 13, 12 ], "products": [ 20 ] } ], "corefs": [ [ 7, 18 ], [ 21, 17 ], [ 20, 22 ], [ 1, 23 ], [ 10, 2 ], [ 8, 3 ] ], "caption": "Table 1. 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Gold(I)-catalyzed 6-exo-dig cyclization reaction and structures of gardnerine (1), hydroxygardnerine (2), hydroxygardnu- tine (3), and (E)-16-epi-normacusine B (4). 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Proposed isobutylene/acetic acid/tert-butyl acetate equili- brium. 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Optimization of the Reaction Conditions for the Cyanation Reaction of Alkenyl Bromide 1a ", "pdf": { "Page": 2, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 82, 95, 407, 125 ], "ImageBB": [ 82, 131, 420, 227 ] }, "diagram_type": "single", "arrows": [ 11 ] }, { "id": 1161, "width": 1148, "height": 392, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/ol0604623-Scheme-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 366, 32, 230, 54 ], "category_id": 1 }, { "id": 1, "bbox": [ 371, 126, 220, 130 ], "category_id": 1 }, { "id": 2, "bbox": [ 209, 64, 150, 120 ], "category_id": 1 }, { "id": 3, "bbox": [ 222, 191, 103, 62 ], "category_id": 2 }, { "id": 4, "bbox": [ 912, 269, 132, 37 ], "category_id": 3 }, { "id": 5, "bbox": [ 634, 3, 204, 175 ], "category_id": 1 }, { "id": 6, "bbox": [ 0, 77, 198, 180 ], "category_id": 1 }, { "id": 7, "bbox": [ 678, 197, 106, 59 ], "category_id": 2 }, { "id": 8, "bbox": [ 818, 88, 329, 177 ], "category_id": 1 }, { "id": 9, "bbox": [ 427, 250, 138, 97 ], "category_id": 3 }, { "id": 10, "bbox": [ 67, 265, 132, 37 ], "category_id": 3 }, { "id": 11, "bbox": [ 516, 123, 21, 27 ], "category_id": 3 }, { "id": 12, "bbox": [ 498, 96, 64, 31 ], "category_id": 2 }, { "id": 13, "bbox": [ 450, 83, 31, 29 ], "category_id": 3 }, { "id": 14, "bbox": [ 191, 179, 168, 19 ], "category_id": 2, "original_name": "1" }, { "id": 15, "bbox": [ 488, 81, 16, 89 ], "category_id": 2, "original_name": "1" }, { "id": 16, "bbox": [ 607, 183, 277, 19 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 1. Reaction of Huisgen Zwitterion with Cyclic and Acyclic 1,2-Diones ", "pdf": { "Page": 1, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 448, 811, 767, 838 ], "ImageBB": [ 439, 842, 777, 964 ] }, "reactions": [ { "reactants": [ 0 ], "conditions": [ 12 ], "products": [ 1 ] }, { "reactants": [ 1, 2 ], "conditions": [ 3 ], "products": [ 6 ] }, { "reactants": [ 1, 5 ], "conditions": [ 7 ], "products": [ 8 ] } ], "diagram_type": "single", "arrows": [ 14, 15, 16 ] }, { "id": 433, "width": 1176, "height": 784, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op300087r-Figure-c3.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 792, 275, 142, 37 ], "category_id": 2 }, { "id": 1, "bbox": [ 291, 476, 11, 17 ], "category_id": 3 }, { "id": 2, "bbox": [ 290, 276, 13, 14 ], "category_id": 3 }, { "id": 3, "bbox": [ 556, 286, 55, 20 ], "category_id": 2 }, { "id": 4, "bbox": [ 205, 345, 203, 131 ], "category_id": 1 }, { "id": 5, "bbox": [ 763, 350, 204, 115 ], "category_id": 1 }, { "id": 6, "bbox": [ 765, 151, 200, 115 ], "category_id": 1 }, { "id": 7, "bbox": [ 210, 152, 196, 127 ], "category_id": 1 }, { "id": 8, "bbox": [ 790, 473, 145, 33 ], "category_id": 2 }, { "id": 9, "bbox": [ 445, 407, 196, 47 ], "category_id": 2 }, { "id": 10, "bbox": [ 447, 357, 274, 46 ], "category_id": 2 }, { "id": 11, "bbox": [ 559, 474, 54, 18 ], "category_id": 2 }, { "id": 12, "bbox": [ 444, 213, 214, 67 ], "category_id": 2 }, { "id": 13, "bbox": [ 447, 158, 201, 52 ], "category_id": 2 }, { "id": 14, "bbox": [ 443, 204, 284, 12 ], "category_id": 2, "original_name": "1" }, { "id": 15, "bbox": [ 443, 399, 284, 11 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 7 ], "conditions": [ 13, 12 ], "products": [ 6 ] }, { "reactants": [ 4 ], "conditions": [ 10, 9 ], "products": [ 5 ] } ], "corefs": [ [ 7, 2 ], [ 6, 0 ], [ 4, 1 ], [ 5, 8 ] ], "caption": "Figure 3. Optical micrographs of bosutinib monohydrate isolated from: A) water, and B) MIBK/water.", "pdf": { "Page": 4, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 82, 612, 584, 626 ], "ImageBB": [ 10, 22, 859, 603 ] }, "diagram_type": "multiple", "arrows": [ 14, 15 ] }, { "id": 135, "width": 952, "height": 980, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op8002486-Table-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 0, 532, 321, 113 ], "category_id": 1 }, { "id": 1, "bbox": [ 264, 139, 91, 40 ], "category_id": 2 }, { "id": 2, "bbox": [ 2, 792, 327, 112 ], "category_id": 1 }, { "id": 3, "bbox": [ 134, 938, 55, 40 ], "category_id": 3 }, { "id": 4, "bbox": [ 137, 664, 51, 44 ], "category_id": 3 }, { "id": 5, "bbox": [ 137, 410, 51, 45 ], "category_id": 3 }, { "id": 6, "bbox": [ 141, 134, 46, 41 ], "category_id": 3 }, { "id": 7, "bbox": [ 859, 421, 88, 43 ], "category_id": 2 }, { "id": 8, "bbox": [ 260, 408, 97, 42 ], "category_id": 2 }, { "id": 9, "bbox": [ 429, 275, 88, 44 ], "category_id": 2 }, { "id": 10, "bbox": [ 758, 193, 165, 44 ], "category_id": 2 }, { "id": 11, "bbox": [ 865, 135, 80, 47 ], "category_id": 2 }, { "id": 12, "bbox": [ 421, 5, 92, 55 ], "category_id": 2 }, { "id": 13, "bbox": [ 562, 797, 341, 118 ], "category_id": 1 }, { "id": 14, "bbox": [ 564, 532, 322, 110 ], "category_id": 1 }, { "id": 15, "bbox": [ 564, 278, 355, 139 ], "category_id": 1 }, { "id": 16, "bbox": [ 1, 272, 370, 130 ], "category_id": 1 }, { "id": 17, "bbox": [ 561, 9, 300, 135 ], "category_id": 1 }, { "id": 18, "bbox": [ 1, 3, 296, 131 ], "category_id": 1 }, { "id": 19, "bbox": [ 263, 919, 94, 44 ], "category_id": 2 }, { "id": 20, "bbox": [ 862, 923, 84, 50 ], "category_id": 2 }, { "id": 21, "bbox": [ 431, 803, 88, 52 ], "category_id": 2 }, { "id": 22, "bbox": [ 761, 718, 160, 49 ], "category_id": 2 }, { "id": 23, "bbox": [ 859, 635, 88, 40 ], "category_id": 2 }, { "id": 24, "bbox": [ 427, 528, 91, 53 ], "category_id": 2 }, { "id": 25, "bbox": [ 266, 665, 92, 40 ], "category_id": 2 }, { "id": 26, "bbox": [ 405, 55, 135, 39 ], "category_id": 3, "original_name": "2" }, { "id": 27, "bbox": [ 697, 165, 34, 98 ], "category_id": 3, "original_name": "2" }, { "id": 28, "bbox": [ 400, 325, 141, 36 ], "category_id": 3, "original_name": "2" }, { "id": 29, "bbox": [ 402, 580, 138, 36 ], "category_id": 3, "original_name": "2" }, { "id": 30, "bbox": [ 696, 690, 38, 104 ], "category_id": 3, "original_name": "2" }, { "id": 31, "bbox": [ 403, 854, 137, 35 ], "category_id": 3, "original_name": "2" } ], "reactions": [ { "reactants": [ 18 ], "conditions": [ 12 ], "products": [ 17 ] }, { "reactants": [ 17 ], "conditions": [], "products": [ 18 ] }, { "reactants": [ 17 ], "conditions": [ 10 ], "products": [ 15 ] }, { "reactants": [ 15 ], "conditions": [], "products": [ 17 ] }, { "reactants": [ 16 ], "conditions": [ 9 ], "products": [ 15 ] }, { "reactants": [ 15 ], "conditions": [], "products": [ 16 ] }, { "reactants": [ 0 ], "conditions": [ 24 ], "products": [ 14 ] }, { "reactants": [ 14 ], "conditions": [], "products": [ 0 ] }, { "reactants": [ 14 ], "conditions": [ 22 ], "products": [ 13 ] }, { "reactants": [ 13 ], "conditions": [], "products": [ 14 ] }, { "reactants": [ 13 ], "conditions": [], "products": [ 2 ] }, { "reactants": [ 2 ], "conditions": [ 21 ], "products": [ 13 ] } ], "corefs": [ [ 18, 6 ], [ 16, 5 ], [ 0, 4 ], [ 2, 3 ] ], "caption": "Table 1. Predicted reaction times for cyanate conversion to reach >95% with KOCN addition times of 0.25 h, 0.5 h, and 1 h (20 °C, 2 mol % excess of 15) ", "pdf": { "Page": 6, "DPI": 100, "Width": 818, "Height": 1088, "CaptionBB": [ 425, 382, 760, 424 ], "ImageBB": [ 445, 65, 742, 370 ] }, "diagram_type": "tree", "arrows": [ 26, 27, 28, 29, 30, 31 ] }, { "id": 549, "width": 1148, "height": 420, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/acs.orglett.5b03104-Table-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 487, 198, 292, 44 ], "category_id": 2 }, { "id": 1, "bbox": [ 531, 262, 203, 76 ], "category_id": 2 }, { "id": 2, "bbox": [ 51, 186, 242, 121 ], "category_id": 1 }, { "id": 3, "bbox": [ 786, 168, 306, 158 ], "category_id": 1 }, { "id": 4, "bbox": [ 535, 148, 45, 38 ], "category_id": 3 }, { "id": 5, "bbox": [ 5, 359, 1136, 59 ], "category_id": 4 }, { "id": 6, "bbox": [ 502, 0, 263, 193 ], "category_id": 1 }, { "id": 7, "bbox": [ 325, 205, 152, 88 ], "category_id": 1 }, { "id": 8, "bbox": [ 484, 239, 291, 18 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 2, 7 ], "conditions": [ 6, 0, 1 ], "products": [ 3 ] } ], "corefs": [ [ 6, 4 ] ], "caption": "Table 1. Selected Entries of Reaction Optimizationa", "pdf": { "Page": 2, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 449, 89, 744, 110 ], "ImageBB": [ 449, 116, 786, 240 ] }, "diagram_type": "single", "arrows": [ 8 ] }, { "id": 822, "width": 1260, "height": 756, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/jo400755q-Table-c4.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 259, 456, 174, 192 ], "category_id": 1 }, { "id": 1, "bbox": [ 324, 0, 147, 142 ], "category_id": 1 }, { "id": 2, "bbox": [ 773, 40, 160, 31 ], "category_id": 2 }, { "id": 3, "bbox": [ 472, 13, 141, 44 ], "category_id": 2 }, { "id": 4, "bbox": [ 474, 62, 145, 42 ], "category_id": 2 }, { "id": 5, "bbox": [ 836, 180, 184, 201 ], "category_id": 1 }, { "id": 6, "bbox": [ 0, 705, 1221, 50 ], "category_id": 2 }, { "id": 7, "bbox": [ 643, 192, 186, 189 ], "category_id": 1 }, { "id": 8, "bbox": [ 618, 0, 148, 140 ], "category_id": 1 }, { "id": 9, "bbox": [ 242, 189, 158, 188 ], "category_id": 1 }, { "id": 10, "bbox": [ 411, 187, 216, 206 ], "category_id": 1 }, { "id": 11, "bbox": [ 803, 463, 215, 142 ], "category_id": 1 }, { "id": 12, "bbox": [ 545, 446, 133, 197 ], "category_id": 1 }, { "id": 13, "bbox": [ 344, 136, 86, 23 ], "category_id": 3 }, { "id": 14, "bbox": [ 673, 136, 42, 23 ], "category_id": 3 }, { "id": 15, "bbox": [ 882, 390, 123, 32 ], "category_id": 3 }, { "id": 16, "bbox": [ 684, 388, 114, 30 ], "category_id": 3 }, { "id": 17, "bbox": [ 470, 393, 115, 27 ], "category_id": 3 }, { "id": 18, "bbox": [ 269, 391, 113, 27 ], "category_id": 3 }, { "id": 19, "bbox": [ 296, 651, 113, 31 ], "category_id": 3 }, { "id": 20, "bbox": [ 546, 652, 108, 29 ], "category_id": 3 }, { "id": 21, "bbox": [ 805, 649, 117, 31 ], "category_id": 3 }, { "id": 22, "bbox": [ 463, 48, 155, 17 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 1 ], "conditions": [ 3, 4 ], "products": [ 8 ] } ], "corefs": [ [ 1, 13 ], [ 8, 14 ], [ 9, 18 ], [ 10, 17 ], [ 7, 16 ], [ 5, 15 ], [ 0, 19 ], [ 12, 20 ], [ 11, 21 ] ], "caption": "Table 4. Ortho-Iodination of N-Aryl Ring of N,1-Diaryl-1H-tetrazol-5-aminea", "pdf": { "Page": 5, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 82, 89, 517, 111 ], "ImageBB": [ 82, 116, 787, 536 ] }, "diagram_type": "single", "arrows": [ 22 ] }, { "id": 647, "width": 1148, "height": 336, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/ol500444z-Table-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 838, 220, 68, 34 ], "category_id": 3 }, { "id": 1, "bbox": [ 717, 75, 294, 125 ], "category_id": 1 }, { "id": 2, "bbox": [ 393, 2, 235, 127 ], "category_id": 1 }, { "id": 3, "bbox": [ 139, 87, 185, 113 ], "category_id": 1 }, { "id": 4, "bbox": [ 187, 207, 66, 33 ], "category_id": 3 }, { "id": 5, "bbox": [ 432, 156, 196, 64 ], "category_id": 2 }, { "id": 6, "bbox": [ 27, 281, 1102, 52 ], "category_id": 4 }, { "id": 7, "bbox": [ 365, 128, 300, 28 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 3 ], "conditions": [ 2, 5 ], "products": [ 1 ] } ], "corefs": [ [ 3, 4 ], [ 1, 0 ] ], "caption": "Table 1. Synthesis of Quinoxalinesa", "pdf": { "Page": 2, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 82, 212, 285, 233 ], "ImageBB": [ 82, 239, 419, 344 ] }, "diagram_type": "single", "arrows": [ 7 ] }, { "id": 1365, "width": 868, "height": 840, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op960008m-Scheme-c14.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 631, 633, 214, 206 ], "category_id": 1 }, { "id": 1, "bbox": [ 616, 304, 251, 165 ], "category_id": 1 }, { "id": 2, "bbox": [ 251, 312, 175, 105 ], "category_id": 1 }, { "id": 3, "bbox": [ 251, 3, 171, 94 ], "category_id": 1 }, { "id": 4, "bbox": [ 13, 36, 205, 69 ], "category_id": 1 }, { "id": 5, "bbox": [ 625, 0, 242, 128 ], "category_id": 1 }, { "id": 6, "bbox": [ 0, 284, 206, 144 ], "category_id": 1 }, { "id": 7, "bbox": [ 251, 675, 151, 100 ], "category_id": 1 }, { "id": 8, "bbox": [ 14, 685, 209, 82 ], "category_id": 1 }, { "id": 9, "bbox": [ 443, 53, 212, 24 ], "category_id": 2, "original_name": "1" }, { "id": 10, "bbox": [ 441, 362, 211, 26 ], "category_id": 2, "original_name": "1" }, { "id": 11, "bbox": [ 426, 721, 211, 19 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 14. Selected reactions catalysed by KF/alumina", "pdf": { "Page": 14, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 73, 197, 388, 211 ], "ImageBB": [ 131, 216, 352, 432 ] }, "reactions": [ { "reactants": [ 4, 3 ], "conditions": [], "products": [ 5 ] }, { "reactants": [ 6, 2 ], "conditions": [], "products": [ 1 ] }, { "reactants": [ 8, 7 ], "conditions": [], "products": [ 0 ] } ], "diagram_type": "multiple", "arrows": [ 9, 10, 11 ] }, { "id": 470, "width": 1148, "height": 616, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op100205s-Table-c3.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 824, 2, 320, 229 ], "category_id": 1 }, { "id": 1, "bbox": [ 506, 9, 289, 231 ], "category_id": 1 }, { "id": 2, "bbox": [ 1, 6, 287, 233 ], "category_id": 1 }, { "id": 3, "bbox": [ 732, 212, 56, 28 ], "category_id": 3 }, { "id": 4, "bbox": [ 1053, 212, 56, 28 ], "category_id": 3 }, { "id": 5, "bbox": [ 223, 210, 40, 33 ], "category_id": 3 }, { "id": 6, "bbox": [ 4, 256, 1136, 352 ], "category_id": 4 }, { "id": 7, "bbox": [ 295, 88, 174, 33 ], "category_id": 2 }, { "id": 8, "bbox": [ 285, 111, 225, 26 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 2 ], "conditions": [ 7 ], "products": [ 1, 0 ] } ], "corefs": [ [ 2, 5 ], [ 1, 3 ], [ 0, 4 ] ], "caption": "Table 3. 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Addition to Geminal Dimethylated Cyclohex-2-enones", "pdf": { "Page": 2, "DPI": 100, "Width": 843, "Height": 1113, "CaptionBB": [ 437, 87, 771, 100 ], "ImageBB": [ 437, 112, 772, 295 ] }, "diagram_type": "single", "arrows": [ 9 ] }, { "id": 748, "width": 1148, "height": 532, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/jo990938e-Table-c8.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 1142, 526, 5, 4 ], "category_id": 4 }, { "id": 1, "bbox": [ 0, 215, 1147, 316 ], "category_id": 4 }, { "id": 2, "bbox": [ 344, 105, 179, 81 ], "category_id": 2 }, { "id": 3, "bbox": [ 107, 10, 242, 180 ], "category_id": 1 }, { "id": 4, "bbox": [ 879, 148, 97, 39 ], "category_id": 3 }, { "id": 5, "bbox": [ 624, 147, 101, 33 ], "category_id": 3 }, { "id": 6, "bbox": [ 465, 38, 33, 35 ], "category_id": 3 }, { "id": 7, "bbox": [ 400, 0, 110, 91 ], "category_id": 1 }, { "id": 8, "bbox": [ 779, 12, 258, 168 ], "category_id": 1 }, { "id": 9, "bbox": [ 537, 10, 252, 173 ], "category_id": 1 }, { "id": 10, "bbox": [ 379, 43, 37, 32 ], "category_id": 2 }, { "id": 11, "bbox": [ 225, 150, 39, 32 ], "category_id": 3 }, { "id": 12, "bbox": [ 362, 93, 157, 15 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 3 ], "conditions": [ 10, 7, 2 ], "products": [ 9, 8 ] } ], "corefs": [ [ 3, 11 ], [ 7, 6 ], [ 9, 5 ], [ 8, 4 ] ], "caption": "Table 8. 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Ritter’s originally proposed mechanism", "pdf": { "Page": 5, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 82, 95, 365, 110 ], "ImageBB": [ 82, 116, 420, 295 ] }, "reactions": [ { "reactants": [ 0, 10 ], "conditions": [ 11 ], "products": [ 5 ] }, { "reactants": [ 5 ], "conditions": [ 3 ], "products": [ 0, 10 ] }, { "reactants": [ 5 ], "conditions": [ 1 ], "products": [ 6 ] }, { "reactants": [ 6 ], "conditions": [], "products": [ 5 ] }, { "reactants": [ 6 ], "conditions": [ 7 ], "products": [ 8 ] } ], "diagram_type": "tree", "arrows": [ 14, 15, 16 ] }, { "id": 928, "width": 1176, "height": 504, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/acs.oprd.5b00209-Scheme-c10.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 1011, 72, 45, 37 ], "category_id": 3 }, { "id": 1, "bbox": [ 640, 0, 55, 35 ], "category_id": 3 }, { "id": 2, "bbox": [ 908, 130, 135, 40 ], "category_id": 2 }, { "id": 3, "bbox": [ 916, 426, 49, 39 ], "category_id": 3 }, { "id": 4, "bbox": [ 639, 109, 102, 74 ], "category_id": 2 }, { "id": 5, "bbox": [ 888, 70, 53, 43 ], "category_id": 3 }, { "id": 6, "bbox": [ 505, 196, 42, 39 ], "category_id": 3 }, { "id": 7, "bbox": [ 793, 291, 330, 118 ], "category_id": 1 }, { "id": 8, "bbox": [ 660, 337, 39, 42 ], "category_id": 3 }, { "id": 9, "bbox": [ 640, 39, 122, 34 ], "category_id": 2 }, { "id": 10, "bbox": [ 1154, 25, 21, 34 ], "category_id": 2 }, { "id": 11, "bbox": [ 407, 313, 187, 44 ], "category_id": 2 }, { "id": 12, "bbox": [ 406, 389, 208, 78 ], "category_id": 2 }, { "id": 13, "bbox": [ 352, 48, 245, 129 ], "category_id": 1 }, { "id": 14, "bbox": [ 605, 78, 216, 19 ], "category_id": 2, "original_name": "1" }, { "id": 15, "bbox": [ 392, 354, 215, 23 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 10. Current Sulfamoylation Process", "pdf": { "Page": 6, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 82, 95, 330, 110 ], "ImageBB": [ 82, 116, 436, 274 ] }, "reactions": [ { "reactants": [ 13 ], "conditions": [ 1, 9, 4 ], "products": [ 5, 0 ] }, { "reactants": [], "conditions": [ 11, 12 ], "products": [ 8, 7 ] } ], "diagram_type": "multiple", "arrows": [ 14, 15 ] }, { "id": 1344, "width": 1204, "height": 784, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op700160a-Scheme-c4.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 159, 58, 59, 37 ], "category_id": 2 }, { "id": 1, "bbox": [ 68, 155, 34, 36 ], "category_id": 3 }, { "id": 2, "bbox": [ 600, 197, 32, 37 ], "category_id": 3 }, { "id": 3, "bbox": [ 243, 32, 139, 106 ], "category_id": 1 }, { "id": 4, "bbox": [ 750, 55, 61, 40 ], "category_id": 2 }, { "id": 5, "bbox": [ 370, 148, 86, 86 ], "category_id": 1 }, { "id": 6, "bbox": [ 0, 49, 143, 93 ], "category_id": 1 }, { "id": 7, "bbox": [ 517, 18, 196, 181 ], "category_id": 1 }, { "id": 8, "bbox": [ 824, 31, 141, 152 ], "category_id": 1 }, { "id": 9, "bbox": [ 1048, 197, 106, 37 ], "category_id": 3 }, { "id": 10, "bbox": [ 869, 197, 76, 38 ], "category_id": 3 }, { "id": 11, "bbox": [ 455, 199, 28, 35 ], "category_id": 3 }, { "id": 12, "bbox": [ 1015, 29, 144, 154 ], "category_id": 1 }, { "id": 13, "bbox": [ 143, 91, 96, 19 ], "category_id": 2, "original_name": "1" }, { "id": 14, "bbox": [ 380, 90, 96, 17 ], "category_id": 2, "original_name": "1" }, { "id": 15, "bbox": [ 745, 89, 83, 17 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 4. Theoretical lanthanide-catalyst-promoted formation of cis-1 and trans-1 with 3D representation", "pdf": { "Page": 3, "DPI": 100, "Width": 818, "Height": 1088, "CaptionBB": [ 58, 46, 644, 60 ], "ImageBB": [ 166, 65, 654, 381 ] }, "reactions": [ { "reactants": [ 6 ], "conditions": [ 0 ], "products": [ 3 ] }, { "reactants": [ 3, 5 ], "conditions": [], "products": [ 7 ] }, { "reactants": [ 7 ], "conditions": [ 4 ], "products": [ 8, 12 ] } ], "diagram_type": "single", "arrows": [ 13, 14, 15 ] }, { "id": 1338, "width": 1148, "height": 392, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op5003165-Scheme-c4.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 582, 66, 97, 28 ], "category_id": 2 }, { "id": 1, "bbox": [ 390, 2, 174, 171 ], "category_id": 1 }, { "id": 2, "bbox": [ 64, 185, 39, 35 ], "category_id": 3 }, { "id": 3, "bbox": [ 15, 14, 178, 151 ], "category_id": 1 }, { "id": 4, "bbox": [ 224, 99, 112, 61 ], "category_id": 2 }, { "id": 5, "bbox": [ 230, 17, 101, 58 ], "category_id": 2 }, { "id": 6, "bbox": [ 561, 213, 102, 58 ], "category_id": 2 }, { "id": 7, "bbox": [ 556, 294, 114, 63 ], "category_id": 2 }, { "id": 8, "bbox": [ 773, 188, 34, 30 ], "category_id": 3 }, { "id": 9, "bbox": [ 732, 4, 174, 172 ], "category_id": 1 }, { "id": 10, "bbox": [ 990, 187, 38, 32 ], "category_id": 3 }, { "id": 11, "bbox": [ 953, 4, 178, 172 ], "category_id": 1 }, { "id": 12, "bbox": [ 419, 189, 34, 29 ], "category_id": 3 }, { "id": 13, "bbox": [ 213, 82, 142, 16 ], "category_id": 2, "original_name": "1" }, { "id": 14, "bbox": [ 575, 83, 122, 14 ], "category_id": 2, "original_name": "1" }, { "id": 15, "bbox": [ 438, 225, 362, 61 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 4. Synthesis of intermediate lactam (11)", "pdf": { "Page": 2, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 82, 433, 357, 448 ], "ImageBB": [ 82, 455, 420, 573 ] }, "reactions": [ { "reactants": [ 3 ], "conditions": [ 5, 4 ], "products": [ 1 ] }, { "reactants": [ 1 ], "conditions": [ 0 ], "products": [ 9, 11 ] }, { "reactants": [ 9 ], "conditions": [ 6, 7 ], "products": [ 1 ] } ], "diagram_type": "graph", "arrows": [ 13, 14, 15 ] }, { "id": 207, "width": 1148, "height": 476, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op0340964-Figure-c3.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 645, 314, 69, 49 ], "category_id": 2 }, { "id": 1, "bbox": [ 642, 402, 151, 73 ], "category_id": 2 }, { "id": 2, "bbox": [ 282, 146, 154, 77 ], "category_id": 2 }, { "id": 3, "bbox": [ 283, 62, 65, 48 ], "category_id": 2 }, { "id": 4, "bbox": [ 866, 256, 275, 190 ], "category_id": 1 }, { "id": 5, "bbox": [ 301, 256, 288, 192 ], "category_id": 1 }, { "id": 6, "bbox": [ 5, 3, 229, 190 ], "category_id": 1 }, { "id": 7, "bbox": [ 276, 106, 186, 29 ], "category_id": 2, "original_name": "1" }, { "id": 8, "bbox": [ 635, 360, 187, 28 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 6 ], "conditions": [ 3, 2 ], "products": [ 5 ] }, { "reactants": [ 5 ], "conditions": [ 0, 1 ], "products": [ 4 ] } ], "corefs": [], "caption": "Figure 3. Acid-catalyzed stereoretentive hydrolysis of (R)-2- chloromandelonitrile into (R)-2-chloromandelic acid. ", "pdf": { "Page": 3, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 74, 751, 409, 779 ], "ImageBB": [ 73, 607, 411, 747 ] }, "diagram_type": "multiple", "arrows": [ 7, 8 ] }, { "id": 1361, "width": 1148, "height": 504, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op900197r-Scheme-c9.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 638, 212, 44, 36 ], "category_id": 2 }, { "id": 1, "bbox": [ 469, 469, 41, 30 ], "category_id": 3 }, { "id": 2, "bbox": [ 1120, 240, 27, 33 ], "category_id": 3 }, { "id": 3, "bbox": [ 826, 406, 44, 33 ], "category_id": 3 }, { "id": 4, "bbox": [ 275, 48, 76, 38 ], "category_id": 2 }, { "id": 5, "bbox": [ 292, 326, 44, 39 ], "category_id": 2 }, { "id": 6, "bbox": [ 89, 469, 38, 30 ], "category_id": 3 }, { "id": 7, "bbox": [ 4, 285, 243, 160 ], "category_id": 1 }, { "id": 8, "bbox": [ 60, 1, 160, 189 ], "category_id": 1 }, { "id": 9, "bbox": [ 88, 196, 33, 31 ], "category_id": 3 }, { "id": 10, "bbox": [ 441, 10, 222, 169 ], "category_id": 1 }, { "id": 11, "bbox": [ 382, 286, 276, 159 ], "category_id": 1 }, { "id": 12, "bbox": [ 742, 119, 277, 269 ], "category_id": 1 }, { "id": 13, "bbox": [ 1010, 213, 43, 34 ], "category_id": 2 }, { "id": 14, "bbox": [ 470, 195, 47, 33 ], "category_id": 3 }, { "id": 15, "bbox": [ 249, 86, 130, 19 ], "category_id": 2, "original_name": "1" }, { "id": 16, "bbox": [ 610, 247, 134, 21 ], "category_id": 2, "original_name": "1" }, { "id": 17, "bbox": [ 982, 247, 129, 20 ], "category_id": 2, "original_name": "1" }, { "id": 18, "bbox": [ 248, 364, 132, 19 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 9. Alternative Hofmann and amine coupling sequencea ", "pdf": { "Page": 4, "DPI": 100, "Width": 818, "Height": 1088, "CaptionBB": [ 425, 46, 719, 73 ], "ImageBB": [ 424, 83, 763, 238 ] }, "reactions": [ { "reactants": [ 8 ], "conditions": [ 4 ], "products": [ 10 ] }, { "reactants": [ 7 ], "conditions": [ 5 ], "products": [ 11 ] }, { "reactants": [ 10, 11 ], "conditions": [ 0 ], "products": [ 12 ] }, { "reactants": [ 12 ], "conditions": [ 13 ], "products": [ 2 ] } ], "diagram_type": "tree", "arrows": [ 15, 16, 17, 18 ] }, { "id": 163, "width": 1036, "height": 896, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op7000172-Table-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 11, 307, 433, 186 ], "category_id": 1 }, { "id": 1, "bbox": [ 642, 739, 367, 71 ], "category_id": 2 }, { "id": 2, "bbox": [ 515, 363, 338, 82 ], "category_id": 2 }, { "id": 3, "bbox": [ 633, 569, 99, 36 ], "category_id": 2 }, { "id": 4, "bbox": [ 278, 109, 100, 38 ], "category_id": 2 }, { "id": 5, "bbox": [ 285, 159, 90, 62 ], "category_id": 2 }, { "id": 6, "bbox": [ 741, 111, 86, 38 ], "category_id": 2 }, { "id": 7, "bbox": [ 506, 212, 43, 35 ], "category_id": 3 }, { "id": 8, "bbox": [ 128, 223, 50, 40 ], "category_id": 3 }, { "id": 9, "bbox": [ 161, 532, 55, 40 ], "category_id": 3 }, { "id": 10, "bbox": [ 518, 818, 38, 51 ], "category_id": 3 }, { "id": 11, "bbox": [ 0, 34, 281, 183 ], "category_id": 1 }, { "id": 12, "bbox": [ 512, 317, 191, 43 ], "category_id": 1 }, { "id": 13, "bbox": [ 789, 266, 55, 39 ], "category_id": 3 }, { "id": 14, "bbox": [ 512, 458, 349, 90 ], "category_id": 1 }, { "id": 15, "bbox": [ 693, 169, 251, 111 ], "category_id": 1 }, { "id": 16, "bbox": [ 385, 45, 262, 164 ], "category_id": 1 }, { "id": 17, "bbox": [ 653, 525, 38, 40 ], "category_id": 3 }, { "id": 18, "bbox": [ 200, 614, 432, 276 ], "category_id": 1 }, { "id": 19, "bbox": [ 685, 5, 253, 102 ], "category_id": 1 }, { "id": 20, "bbox": [ 269, 142, 120, 19 ], "category_id": 2, "original_name": "1" }, { "id": 21, "bbox": [ 651, 152, 300, 18 ], "category_id": 2, "original_name": "1" }, { "id": 22, "bbox": [ 462, 440, 404, 21 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 11 ], "conditions": [ 4, 5 ], "products": [ 16 ] }, { "reactants": [ 16 ], "conditions": [ 19, 6, 15 ], "products": [ 0 ] }, { "reactants": [ 0 ], "conditions": [ 12, 2, 14, 3 ], "products": [ 18 ] } ], "corefs": [ [ 11, 8 ], [ 16, 7 ], [ 15, 13 ], [ 0, 9 ], [ 14, 17 ], [ 18, 10 ] ], "caption": "Table 2. Palladium content of coupling products 17, 21, 31, and 34 before and after scavenging ", "pdf": { "Page": 4, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 74, 393, 400, 421 ], "ImageBB": [ 73, 85, 412, 381 ] }, "diagram_type": "multiple", "arrows": [ 20, 21, 22 ] }, { "id": 593, "width": 1652, "height": 420, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/acs.oprd.6b00128-Table-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 1155, 101, 170, 103 ], "category_id": 3 }, { "id": 1, "bbox": [ 919, 0, 229, 209 ], "category_id": 1 }, { "id": 2, "bbox": [ 705, 107, 200, 103 ], "category_id": 2 }, { "id": 3, "bbox": [ 346, 183, 218, 47 ], "category_id": 2 }, { "id": 4, "bbox": [ 744, 45, 108, 45 ], "category_id": 2 }, { "id": 5, "bbox": [ 572, 27, 113, 148 ], "category_id": 1 }, { "id": 6, "bbox": [ 325, 3, 224, 161 ], "category_id": 1 }, { "id": 7, "bbox": [ 0, 235, 1652, 184 ], "category_id": 4 }, { "id": 8, "bbox": [ 433, 133, 29, 28 ], "category_id": 3 }, { "id": 9, "bbox": [ 743, 87, 120, 17 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 6, 5 ], "conditions": [ 4, 2 ], "products": [ 1 ] } ], "corefs": [ [ 6, 8 ] ], "caption": "Table 2. PdCl2(dppf) Facilitates Coupling Reactions on a Small Scalea", "pdf": { "Page": 3, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 82, 807, 481, 829 ], "ImageBB": [ 82, 834, 786, 1019 ] }, "diagram_type": "single", "arrows": [ 9 ] }, { "id": 467, "width": 1176, "height": 784, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op100267p-Table-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 189, 51, 175, 111 ], "category_id": 1 }, { "id": 1, "bbox": [ 0, 172, 1175, 611 ], "category_id": 4 }, { "id": 2, "bbox": [ 501, 107, 132, 50 ], "category_id": 2 }, { "id": 3, "bbox": [ 495, 0, 209, 95 ], "category_id": 2 }, { "id": 4, "bbox": [ 764, 18, 222, 144 ], "category_id": 1 }, { "id": 5, "bbox": [ 410, 57, 73, 82 ], "category_id": 1 }, { "id": 6, "bbox": [ 503, 91, 223, 18 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 0, 5 ], "conditions": [ 3, 2 ], "products": [ 4 ] } ], "corefs": [], "caption": "Table 2. Electron-deficient amide-substituted arylboronic acid substrate scopea", "pdf": { "Page": 4, "DPI": 100, "Width": 844, "Height": 1112, "CaptionBB": [ 71, 87, 509, 108 ], "ImageBB": [ 107, 117, 737, 543 ] }, "diagram_type": "single", "arrows": [ 6 ] }, { "id": 93, "width": 1120, "height": 644, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/ja053368a-Table-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 556, 122, 135, 28 ], "category_id": 2 }, { "id": 1, "bbox": [ 852, 27, 220, 125 ], "category_id": 1 }, { "id": 2, "bbox": [ 176, 44, 217, 87 ], "category_id": 1 }, { "id": 3, "bbox": [ 3, 177, 1112, 459 ], "category_id": 4 }, { "id": 4, "bbox": [ 45, 55, 87, 93 ], "category_id": 1 }, { "id": 5, "bbox": [ 411, 59, 419, 33 ], "category_id": 2 }, { "id": 6, "bbox": [ 413, 96, 415, 20 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 4, 2 ], "conditions": [ 5, 0 ], "products": [ 1 ] } ], "corefs": [], "caption": "Table 2. DA Reaction of 2,3-Dimethylbutadiene with R-Acyloxyacroleina ", "pdf": { "Page": 2, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 74, 64, 338, 86 ], "ImageBB": [ 74, 85, 410, 281 ] }, "diagram_type": "single", "arrows": [ 6 ] }, { "id": 142, "width": 1120, "height": 532, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op700292s-Table-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 29, 69, 131, 456 ], "category_id": 1 }, { "id": 1, "bbox": [ 1061, 278, 58, 66 ], "category_id": 2 }, { "id": 2, "bbox": [ 660, 65, 326, 465 ], "category_id": 1 }, { "id": 3, "bbox": [ 226, 189, 73, 237 ], "category_id": 1 }, { "id": 4, "bbox": [ 380, 316, 214, 110 ], "category_id": 2 }, { "id": 5, "bbox": [ 363, 143, 274, 146 ], "category_id": 2 }, { "id": 6, "bbox": [ 350, 287, 280, 24 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 0, 3 ], "conditions": [ 5, 4 ], "products": [ 2, 1 ] } ], "corefs": [], "caption": "Table 2. Chemical yields of 3,6-diphenyl-4-n-butylpyridazine under various experimental conditions ", "pdf": { "Page": 6, "DPI": 100, "Width": 818, "Height": 1088, "CaptionBB": [ 425, 216, 759, 243 ], "ImageBB": [ 425, 45, 753, 204 ] }, "diagram_type": "single", "arrows": [ 6 ] }, { "id": 394, "width": 1120, "height": 840, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op5001385-Figure-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 64, 157, 18, 32 ], "category_id": 3 }, { "id": 1, "bbox": [ 85, 649, 70, 44 ], "category_id": 3 }, { "id": 2, "bbox": [ 712, 633, 70, 38 ], "category_id": 3 }, { "id": 3, "bbox": [ 570, 793, 417, 46 ], "category_id": 2 }, { "id": 4, "bbox": [ 569, 700, 439, 72 ], "category_id": 2 }, { "id": 5, "bbox": [ 519, 25, 104, 47 ], "category_id": 2 }, { "id": 6, "bbox": [ 0, 22, 180, 125 ], "category_id": 1 }, { "id": 7, "bbox": [ 64, 268, 355, 415 ], "category_id": 1 }, { "id": 8, "bbox": [ 672, 172, 190, 39 ], "category_id": 3 }, { "id": 9, "bbox": [ 1021, 66, 94, 46 ], "category_id": 2 }, { "id": 10, "bbox": [ 513, 98, 113, 47 ], "category_id": 2 }, { "id": 11, "bbox": [ 726, 4, 221, 173 ], "category_id": 1 }, { "id": 12, "bbox": [ 251, 6, 199, 146 ], "category_id": 1 }, { "id": 13, "bbox": [ 657, 269, 398, 355 ], "category_id": 1 }, { "id": 14, "bbox": [ 327, 154, 104, 28 ], "category_id": 2 }, { "id": 15, "bbox": [ 478, 76, 185, 19 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 6, 12 ], "conditions": [ 5, 10 ], "products": [ 11, 9 ] } ], "corefs": [ [ 6, 0 ], [ 11, 8 ], [ 7, 1 ], [ 13, 2 ] ], "caption": "Figure 2. 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Effect of Ruthenium Porphyrin Catalysts on Cyclization of (-)-Menthyl-γ-benzyloxy-R-diazo-β-ketoesterd ", "pdf": { "Page": 3, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 440, 702, 757, 730 ], "ImageBB": [ 440, 733, 775, 964 ] }, "diagram_type": "single", "arrows": [ 7 ] }, { "id": 1266, "width": 1428, "height": 196, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op060099f-Scheme-c5.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 881, 153, 65, 40 ], "category_id": 3 }, { "id": 1, "bbox": [ 1208, 1, 219, 148 ], "category_id": 1 }, { "id": 2, "bbox": [ 1243, 157, 170, 38 ], "category_id": 3 }, { "id": 3, "bbox": [ 0, 2, 219, 148 ], "category_id": 1 }, { "id": 4, "bbox": [ 800, 8, 219, 130 ], "category_id": 1 }, { "id": 5, "bbox": [ 394, 2, 220, 148 ], "category_id": 1 }, { "id": 6, "bbox": [ 1067, 49, 103, 31 ], "category_id": 2 }, { "id": 7, "bbox": [ 237, 78, 141, 16 ], "category_id": 2, "original_name": "1" }, { "id": 8, "bbox": [ 627, 70, 145, 30 ], "category_id": 3, "original_name": "2" }, { "id": 9, "bbox": [ 1058, 77, 137, 18 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 5. 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Approaches to 2-benzenethiopyridine, 2.", "pdf": { "Page": 1, "DPI": 100, "Width": 818, "Height": 1088, "CaptionBB": [ 425, 311, 702, 325 ], "ImageBB": [ 424, 256, 763, 308 ] }, "diagram_type": "single", "arrows": [ 9, 10 ] }, { "id": 776, "width": 1148, "height": 672, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/jo951899j-Table-c5.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 132, 82, 321, 261 ], "category_id": 1 }, { "id": 1, "bbox": [ 724, 78, 293, 259 ], "category_id": 1 }, { "id": 2, "bbox": [ 306, 382, 74, 31 ], "category_id": 3 }, { "id": 3, "bbox": [ 492, 109, 206, 112 ], "category_id": 2 }, { "id": 4, "bbox": [ 153, 8, 842, 39 ], "category_id": 2 }, { "id": 5, "bbox": [ 78, 473, 983, 198 ], "category_id": 4 }, { "id": 6, "bbox": [ 903, 381, 91, 37 ], "category_id": 3 }, { "id": 7, "bbox": [ 498, 261, 132, 39 ], "category_id": 2 }, { "id": 8, "bbox": [ 498, 236, 160, 18 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 0 ], "conditions": [ 3, 7 ], "products": [ 1 ] } ], "corefs": [ [ 0, 2 ], [ 1, 6 ] ], "caption": "Table 5. 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Reactions of Carbonyl Compounds with Indium and 1-Bromopent-4-en-2-ynea ", "pdf": { "Page": 3, "DPI": 100, "Width": 818, "Height": 1088, "CaptionBB": [ 425, 75, 743, 102 ], "ImageBB": [ 425, 111, 762, 507 ] }, "diagram_type": "single", "arrows": [ 10 ] }, { "id": 1098, "width": 1036, "height": 560, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/jo961365y-Scheme-c3.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 607, 507, 97, 49 ], "category_id": 3 }, { "id": 1, "bbox": [ 4, 403, 91, 51 ], "category_id": 3 }, { "id": 2, "bbox": [ 193, 383, 275, 45 ], "category_id": 2 }, { "id": 3, "bbox": [ 163, 132, 373, 47 ], "category_id": 2 }, { "id": 4, "bbox": [ 639, 2, 384, 188 ], "category_id": 1 }, { "id": 5, "bbox": [ 163, 67, 364, 59 ], "category_id": 2 }, { "id": 6, "bbox": [ 0, 0, 1, 2 ], "category_id": 3 }, { "id": 7, "bbox": [ 0, 0, 1, 6 ], "category_id": 3 }, { "id": 8, "bbox": [ 241, 440, 170, 45 ], "category_id": 2 }, { "id": 9, "bbox": [ 785, 320, 246, 91 ], "category_id": 2 }, { "id": 10, "bbox": [ 813, 191, 98, 47 ], "category_id": 3 }, { "id": 11, "bbox": [ 0, 0, 1, 6 ], "category_id": 3 }, { "id": 12, "bbox": [ 509, 294, 264, 214 ], "category_id": 1 }, { "id": 13, "bbox": [ 2, 104, 100, 52 ], "category_id": 3 }, { "id": 14, "bbox": [ 160, 115, 454, 22 ], "category_id": 2, "original_name": "1" }, { "id": 15, "bbox": [ 697, 276, 147, 102 ], "category_id": 2, "original_name": "1" }, { "id": 16, "bbox": [ 151, 419, 335, 23 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 3", "pdf": { "Page": 3, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 206, 49, 269, 63 ], "ImageBB": [ 97, 69, 385, 221 ] }, "reactions": [ { "reactants": [ 13 ], "conditions": [ 5, 3 ], "products": [ 4 ] }, { "reactants": [ 4 ], "conditions": [ 9 ], "products": [ 12 ] }, { "reactants": [ 12 ], "conditions": [ 2, 8 ], "products": [ 1 ] } ], "diagram_type": "tree", "arrows": [ 14, 15, 16 ] }, { "id": 940, "width": 924, "height": 1008, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/acs.orglett.5b01692-Scheme-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 261, 836, 200, 31 ], "category_id": 2 }, { "id": 1, "bbox": [ 479, 547, 63, 29 ], "category_id": 2 }, { "id": 2, "bbox": [ 10, 805, 226, 127 ], "category_id": 1 }, { "id": 3, "bbox": [ 36, 940, 146, 27 ], "category_id": 2 }, { "id": 4, "bbox": [ 730, 753, 128, 30 ], "category_id": 2 }, { "id": 5, "bbox": [ 699, 186, 181, 167 ], "category_id": 1 }, { "id": 6, "bbox": [ 557, 8, 84, 111 ], "category_id": 1 }, { "id": 7, "bbox": [ 10, 445, 235, 34 ], "category_id": 2 }, { "id": 8, "bbox": [ 716, 357, 130, 28 ], "category_id": 2 }, { "id": 9, "bbox": [ 332, 354, 296, 33 ], "category_id": 2 }, { "id": 10, "bbox": [ 252, 517, 124, 172 ], "category_id": 1 }, { "id": 11, "bbox": [ 352, 219, 258, 120 ], "category_id": 1 }, { "id": 12, "bbox": [ 332, 19, 149, 78 ], "category_id": 1 }, { "id": 13, "bbox": [ 105, 743, 62, 31 ], "category_id": 2 }, { "id": 14, "bbox": [ 675, 502, 167, 174 ], "category_id": 1 }, { "id": 15, "bbox": [ 36, 229, 233, 115 ], "category_id": 1 }, { "id": 16, "bbox": [ 0, 354, 307, 33 ], "category_id": 2 }, { "id": 17, "bbox": [ 466, 596, 89, 29 ], "category_id": 2 }, { "id": 18, "bbox": [ 637, 807, 225, 138 ], "category_id": 1 }, { "id": 19, "bbox": [ 698, 950, 86, 27 ], "category_id": 2 }, { "id": 20, "bbox": [ 414, 149, 61, 31 ], "category_id": 2 }, { "id": 21, "bbox": [ 190, 31, 61, 33 ], "category_id": 2 }, { "id": 22, "bbox": [ 705, 25, 162, 32 ], "category_id": 2 }, { "id": 23, "bbox": [ 823, 108, 55, 32 ], "category_id": 2 }, { "id": 24, "bbox": [ 773, 96, 35, 49 ], "category_id": 2 }, { "id": 25, "bbox": [ 23, 550, 141, 74 ], "category_id": 1 }, { "id": 26, "bbox": [ 437, 691, 202, 29 ], "category_id": 2 }, { "id": 27, "bbox": [ 127, 58, 195, 145 ], "category_id": 2, "original_name": "1" }, { "id": 28, "bbox": [ 472, 122, 19, 81 ], "category_id": 2, "original_name": "1" }, { "id": 29, "bbox": [ 653, 58, 175, 141 ], "category_id": 2, "original_name": "1" }, { "id": 30, "bbox": [ 442, 572, 141, 19 ], "category_id": 2, "original_name": "1" }, { "id": 31, "bbox": [ 87, 702, 17, 106 ], "category_id": 2, "original_name": "1" }, { "id": 32, "bbox": [ 712, 710, 19, 91 ], "category_id": 2, "original_name": "1" }, { "id": 33, "bbox": [ 258, 871, 346, 20 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 1. Strategies for NHC-Catalyzed Reactions of Enals with Nitroalkenes ", "pdf": { "Page": 1, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 449, 462, 780, 492 ], "ImageBB": [ 448, 498, 787, 871 ] }, "reactions": [ { "reactants": [ 12, 6 ], "conditions": [ 21 ], "products": [ 15 ] }, { "reactants": [ 12, 6 ], "conditions": [ 20 ], "products": [ 11 ] }, { "reactants": [ 12, 6 ], "conditions": [ 22, 23, 24 ], "products": [ 5 ] }, { "reactants": [ 25, 10 ], "conditions": [ 1, 17 ], "products": [ 14 ] }, { "reactants": [ 25 ], "conditions": [ 13 ], "products": [ 2 ] }, { "reactants": [ 2 ], "conditions": [ 0 ], "products": [ 18 ] }, { "reactants": [ 18 ], "conditions": [ 4 ], "products": [ 14 ] } ], "diagram_type": "graph", "arrows": [ 27, 28, 29, 30, 31, 32, 33 ] }, { "id": 88, "width": 1148, "height": 672, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/ja0547477-Table-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 401, 5, 601, 236 ], "category_id": 1 }, { "id": 1, "bbox": [ 628, 231, 38, 26 ], "category_id": 3 }, { "id": 2, "bbox": [ 146, 105, 36, 28 ], "category_id": 3 }, { "id": 3, "bbox": [ 5, 315, 1137, 348 ], "category_id": 4 }, { "id": 4, "bbox": [ 231, 85, 151, 29 ], "category_id": 2 }, { "id": 5, "bbox": [ 219, 115, 193, 17 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 2 ], "conditions": [ 4 ], "products": [ 0 ] } ], "corefs": [ [ 0, 1 ] ], "caption": "Table 1. Conditions for the Cyclization of Sulfoxide 15 to Tetracycle 42 ", "pdf": { "Page": 5, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 440, 64, 727, 88 ], "ImageBB": [ 439, 88, 776, 288 ] }, "diagram_type": "single", "arrows": [ 5 ] }, { "id": 542, "width": 1148, "height": 308, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/acs.orglett.6b00233-Table-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 304, 193, 63, 36 ], "category_id": 3 }, { "id": 1, "bbox": [ 917, 172, 63, 40 ], "category_id": 3 }, { "id": 2, "bbox": [ 776, 10, 339, 181 ], "category_id": 1 }, { "id": 3, "bbox": [ 490, 140, 173, 42 ], "category_id": 2 }, { "id": 4, "bbox": [ 441, 53, 292, 52 ], "category_id": 2 }, { "id": 5, "bbox": [ 30, 3, 340, 186 ], "category_id": 1 }, { "id": 6, "bbox": [ 408, 104, 372, 23 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 5 ], "conditions": [ 4, 3 ], "products": [ 2 ] } ], "corefs": [ [ 5, 0 ], [ 2, 1 ] ], "caption": "Table 1. Study of Reaction Conditionsa", "pdf": { "Page": 2, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 82, 506, 302, 527 ], "ImageBB": [ 82, 533, 419, 628 ] }, "diagram_type": "single", "arrows": [ 6 ] }, { "id": 1236, "width": 1036, "height": 896, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op020211j-Scheme-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 374, 441, 393, 454 ], "category_id": 1 }, { "id": 1, "bbox": [ 22, 530, 351, 46 ], "category_id": 2 }, { "id": 2, "bbox": [ 22, 621, 229, 50 ], "category_id": 2 }, { "id": 3, "bbox": [ 0, 209, 314, 160 ], "category_id": 1 }, { "id": 4, "bbox": [ 314, 300, 372, 41 ], "category_id": 2 }, { "id": 5, "bbox": [ 294, 0, 296, 44 ], "category_id": 2 }, { "id": 6, "bbox": [ 314, 226, 378, 47 ], "category_id": 2 }, { "id": 7, "bbox": [ 605, 9, 418, 94 ], "category_id": 1 }, { "id": 8, "bbox": [ 673, 695, 85, 43 ], "category_id": 2 }, { "id": 9, "bbox": [ 722, 218, 313, 253 ], "category_id": 1 }, { "id": 10, "bbox": [ 135, 131, 31, 35 ], "category_id": 3 }, { "id": 11, "bbox": [ 698, 133, 39, 38 ], "category_id": 3 }, { "id": 12, "bbox": [ 153, 403, 35, 38 ], "category_id": 3 }, { "id": 13, "bbox": [ 0, 7, 257, 94 ], "category_id": 1 }, { "id": 14, "bbox": [ 294, 80, 216, 43 ], "category_id": 2 }, { "id": 15, "bbox": [ 436, 818, 165, 43 ], "category_id": 2 }, { "id": 16, "bbox": [ 388, 135, 74, 36 ], "category_id": 2 }, { "id": 17, "bbox": [ 450, 360, 65, 34 ], "category_id": 2 }, { "id": 18, "bbox": [ 114, 681, 72, 41 ], "category_id": 2 }, { "id": 19, "bbox": [ 785, 403, 32, 38 ], "category_id": 3 }, { "id": 20, "bbox": [ 291, 39, 307, 26 ], "category_id": 2, "original_name": "1" }, { "id": 21, "bbox": [ 313, 278, 402, 20 ], "category_id": 2, "original_name": "1" }, { "id": 22, "bbox": [ 28, 581, 324, 23 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 1", "pdf": { "Page": 2, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 74, 53, 135, 67 ], "ImageBB": [ 74, 72, 412, 372 ] }, "reactions": [ { "reactants": [ 13 ], "conditions": [ 5, 14, 16 ], "products": [ 7 ] }, { "reactants": [ 3 ], "conditions": [ 6, 2, 17 ], "products": [ 9 ] }, { "reactants": [ 9 ], "conditions": [ 1, 2, 18 ], "products": [ 0, 8 ] } ], "diagram_type": "multiple", "arrows": [ 20, 21, 22 ] }, { "id": 705, "width": 952, "height": 1008, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/ol035681s-Table-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 273, 55, 111, 44 ], "category_id": 3 }, { "id": 1, "bbox": [ 391, 4, 174, 37 ], "category_id": 2 }, { "id": 2, "bbox": [ 642, 59, 12, 15 ], "category_id": 3 }, { "id": 3, "bbox": [ 394, 51, 151, 20 ], "category_id": 2 }, { "id": 4, "bbox": [ 6, 110, 446, 840 ], "category_id": 4 }, { "id": 5, "bbox": [ 494, 110, 457, 838 ], "category_id": 4 }, { "id": 6, "bbox": [ 2, 950, 949, 57 ], "category_id": 2 }, { "id": 7, "bbox": [ 287, 1, 84, 54 ], "category_id": 1 }, { "id": 8, "bbox": [ 596, 2, 84, 67 ], "category_id": 1 }, { "id": 9, "bbox": [ 391, 37, 176, 19 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 7 ], "conditions": [ 1, 3 ], "products": [ 8 ] } ], "corefs": [ [ 7, 0 ], [ 8, 2 ] ], "caption": "Table 1. Cu(II)-Catalyzed N-Phenylation of Aliphatic Amines, Ammonium Salts, and Anilinesa", "pdf": { "Page": 2, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 74, 75, 573, 89 ], "ImageBB": [ 73, 96, 777, 842 ] }, "diagram_type": "single", "arrows": [ 9 ] }, { "id": 736, "width": 784, "height": 1204, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/ol015948s-Table-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 3, 185, 777, 1018 ], "category_id": 4 }, { "id": 1, "bbox": [ 601, 2, 166, 164 ], "category_id": 1 }, { "id": 2, "bbox": [ 401, 105, 154, 28 ], "category_id": 2 }, { "id": 3, "bbox": [ 370, 61, 210, 30 ], "category_id": 2 }, { "id": 4, "bbox": [ 385, 33, 181, 30 ], "category_id": 2 }, { "id": 5, "bbox": [ 179, 17, 166, 132 ], "category_id": 1 }, { "id": 6, "bbox": [ 30, 42, 104, 78 ], "category_id": 1 }, { "id": 7, "bbox": [ 357, 86, 225, 26 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 6, 5 ], "conditions": [ 4, 3, 2 ], "products": [ 1 ] } ], "corefs": [], "caption": "Table 2. Direct Reductive Aminations of Carbonyl Compounds with Anilines ", "pdf": { "Page": 2, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 440, 76, 711, 104 ], "ImageBB": [ 440, 107, 777, 633 ] }, "diagram_type": "single", "arrows": [ 7 ] }, { "id": 199, "width": 1148, "height": 728, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op049899l-Table-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 6, 6, 1135, 364 ], "category_id": 4 }, { "id": 1, "bbox": [ 896, 692, 40, 30 ], "category_id": 3 }, { "id": 2, "bbox": [ 278, 673, 40, 28 ], "category_id": 3 }, { "id": 3, "bbox": [ 708, 491, 349, 172 ], "category_id": 1 }, { "id": 4, "bbox": [ 547, 474, 130, 105 ], "category_id": 1 }, { "id": 5, "bbox": [ 94, 485, 364, 168 ], "category_id": 1 }, { "id": 6, "bbox": [ 552, 604, 77, 33 ], "category_id": 2 }, { "id": 7, "bbox": [ 488, 578, 235, 20 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 5 ], "conditions": [ 4, 6 ], "products": [ 3 ] } ], "corefs": [ [ 5, 2 ], [ 3, 1 ] ], "caption": "Table 1. DOE results for alkylation of 6 to give 17 (% yield)", "pdf": { "Page": 3, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 440, 53, 773, 67 ], "ImageBB": [ 439, 70, 776, 291 ] }, "diagram_type": "single", "arrows": [ 7 ] }, { "id": 779, "width": 1148, "height": 672, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/jo951899j-Table-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 17, 265, 157, 61 ], "category_id": 3 }, { "id": 1, "bbox": [ 379, 261, 170, 67 ], "category_id": 3 }, { "id": 2, "bbox": [ 717, 112, 103, 65 ], "category_id": 2 }, { "id": 3, "bbox": [ 718, 59, 114, 35 ], "category_id": 2 }, { "id": 4, "bbox": [ 866, 0, 278, 147 ], "category_id": 1 }, { "id": 5, "bbox": [ 410, 5, 279, 141 ], "category_id": 1 }, { "id": 6, "bbox": [ 0, 6, 246, 139 ], "category_id": 1 }, { "id": 7, "bbox": [ 443, 188, 64, 35 ], "category_id": 2 }, { "id": 8, "bbox": [ 275, 68, 110, 29 ], "category_id": 2 }, { "id": 9, "bbox": [ 5, 339, 1142, 332 ], "category_id": 4 }, { "id": 10, "bbox": [ 109, 173, 68, 39 ], "category_id": 3 }, { "id": 11, "bbox": [ 566, 174, 67, 35 ], "category_id": 3 }, { "id": 12, "bbox": [ 979, 177, 62, 36 ], "category_id": 3 }, { "id": 13, "bbox": [ 265, 152, 122, 80 ], "category_id": 2 }, { "id": 14, "bbox": [ 267, 94, 152, 14 ], "category_id": 2, "original_name": "1" }, { "id": 15, "bbox": [ 707, 93, 154, 14 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 6 ], "conditions": [ 8, 13 ], "products": [ 5 ] }, { "reactants": [ 5 ], "conditions": [ 3, 2 ], "products": [ 4 ] } ], "corefs": [ [ 6, 10 ], [ 5, 11 ], [ 4, 12 ], [ 6, 0 ], [ 5, 1 ] ], "caption": "Table 1. Synthesis of N-Protected Serine and Threonine MEE Esters ", "pdf": { "Page": 2, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 430, 370, 763, 395 ], "ImageBB": [ 429, 404, 766, 605 ] }, "diagram_type": "single", "arrows": [ 14, 15 ] }, { "id": 189, "width": 812, "height": 112, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op060155c-Figure-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 604, 5, 207, 106 ], "category_id": 1 }, { "id": 1, "bbox": [ 1, 0, 218, 108 ], "category_id": 1 }, { "id": 2, "bbox": [ 312, 0, 210, 107 ], "category_id": 1 }, { "id": 3, "bbox": [ 237, 28, 74, 25 ], "category_id": 2, "original_name": "1" }, { "id": 4, "bbox": [ 511, 33, 89, 21 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 1 ], "conditions": [], "products": [ 2 ] }, { "reactants": [ 2 ], "conditions": [], "products": [ 0 ] } ], "corefs": [], "caption": "Figure 1. MeTHF production process.", "pdf": { "Page": 2, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 74, 88, 290, 102 ], "ImageBB": [ 139, 53, 345, 85 ] }, "diagram_type": "single", "arrows": [ 3, 4 ] }, { "id": 1370, "width": 1204, "height": 784, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op970113b-Scheme-c3.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 539, 0, 173, 172 ], "category_id": 1 }, { "id": 1, "bbox": [ 883, 571, 271, 212 ], "category_id": 4 }, { "id": 2, "bbox": [ 337, 244, 77, 33 ], "category_id": 2 }, { "id": 3, "bbox": [ 596, 460, 240, 107 ], "category_id": 1 }, { "id": 4, "bbox": [ 509, 191, 75, 31 ], "category_id": 2 }, { "id": 5, "bbox": [ 0, 198, 280, 143 ], "category_id": 1 }, { "id": 6, "bbox": [ 920, 25, 241, 117 ], "category_id": 1 }, { "id": 7, "bbox": [ 540, 287, 249, 130 ], "category_id": 1 }, { "id": 8, "bbox": [ 963, 380, 240, 117 ], "category_id": 1 }, { "id": 9, "bbox": [ 425, 345, 78, 32 ], "category_id": 2 }, { "id": 10, "bbox": [ 919, 159, 258, 116 ], "category_id": 4 }, { "id": 11, "bbox": [ 770, 94, 114, 17 ], "category_id": 2, "original_name": "1" }, { "id": 12, "bbox": [ 296, 134, 283, 292 ], "category_id": 5, "original_name": "4" }, { "id": 13, "bbox": [ 821, 444, 122, 13 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 3. 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Optimization of the Reaction Conditions for the [4 þ 2] Annulation ", "pdf": { "Page": 3, "DPI": 100, "Width": 843, "Height": 1113, "CaptionBB": [ 71, 85, 405, 115 ], "ImageBB": [ 71, 126, 407, 613 ] }, "diagram_type": "single", "arrows": [ 17 ] }, { "id": 13, "width": 1120, "height": 532, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/ja9810742-Table-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 785, 113, 25, 31 ], "category_id": 3 }, { "id": 1, "bbox": [ 209, 47, 93, 32 ], "category_id": 2 }, { "id": 2, "bbox": [ 249, 115, 20, 31 ], "category_id": 3 }, { "id": 3, "bbox": [ 495, 76, 140, 37 ], "category_id": 2 }, { "id": 4, "bbox": [ 500, 4, 127, 36 ], "category_id": 2 }, { "id": 5, "bbox": [ 700, 10, 210, 101 ], "category_id": 1 }, { "id": 6, "bbox": [ 1, 176, 1115, 348 ], "category_id": 4 }, { "id": 7, "bbox": [ 404, 43, 42, 33 ], "category_id": 3 }, { "id": 8, "bbox": [ 483, 49, 176, 17 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 1, 7 ], "conditions": [ 4, 3 ], "products": [ 5 ] } ], "corefs": [ [ 1, 2 ], [ 5, 0 ] ], "caption": "Table 2. 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Gold-Catalyzed Reactions of Organic Azides with Alkynes ", "pdf": { "Page": 1, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 449, 535, 784, 565 ], "ImageBB": [ 448, 572, 787, 884 ] }, "reactions": [ { "reactants": [ 7 ], "conditions": [], "products": [ 17 ] }, { "reactants": [ 17 ], "conditions": [], "products": [ 5, 8 ] }, { "reactants": [ 8 ], "conditions": [], "products": [ 16 ] }, { "reactants": [ 6 ], "conditions": [], "products": [ 18 ] }, { "reactants": [ 18 ], "conditions": [], "products": [ 1, 20 ] }, { "reactants": [ 20 ], "conditions": [ 14 ], "products": [ 13 ] }, { "reactants": [ 15 ], "conditions": [ 4 ], "products": [ 11, 22 ] }, { "reactants": [ 11 ], "conditions": [], "products": [ 21 ] }, { "reactants": [ 21, 19 ], "conditions": [ 12, 2 ], "products": [ 15 ] } ], "diagram_type": "graph", "arrows": [ 23, 24, 25, 26, 27, 28, 29, 30, 31 ] }, { "id": 452, "width": 1120, "height": 840, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op2001047-Table-c3.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 9, 230, 1110, 610 ], "category_id": 4 }, { "id": 1, "bbox": [ 945, 154, 73, 50 ], "category_id": 3 }, { "id": 2, "bbox": [ 419, 160, 39, 40 ], "category_id": 3 }, { "id": 3, "bbox": [ 83, 160, 86, 37 ], "category_id": 3 }, { "id": 4, "bbox": [ 861, 5, 201, 104 ], "category_id": 1 }, { "id": 5, "bbox": [ 52, 14, 133, 108 ], "category_id": 1 }, { "id": 6, "bbox": [ 322, 3, 198, 95 ], "category_id": 1 }, { "id": 7, "bbox": [ 657, 27, 79, 39 ], "category_id": 2 }, { "id": 8, "bbox": [ 583, 85, 229, 49 ], "category_id": 2 }, { "id": 9, "bbox": [ 569, 64, 249, 24 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 5, 6 ], "conditions": [ 7, 8 ], "products": [ 4 ] } ], "corefs": [ [ 5, 3 ], [ 6, 2 ], [ 4, 1 ] ], "caption": "Table 3. Comparison between microwave batch and contin- uous flow conditions in the Wittig reaction of aldehydes 4a c with (acetylmethylene)triphenylphosphorane (5)a ", "pdf": { "Page": 4, "DPI": 100, "Width": 844, "Height": 1112, "CaptionBB": [ 437, 458, 771, 503 ], "ImageBB": [ 437, 513, 773, 765 ] }, "diagram_type": "single", "arrows": [ 9 ] }, { "id": 860, "width": 1148, "height": 392, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/jo200480h-Table-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 38, 235, 39, 34 ], "category_id": 3 }, { "id": 1, "bbox": [ 921, 234, 33, 35 ], "category_id": 3 }, { "id": 2, "bbox": [ 844, 1, 299, 250 ], "category_id": 1 }, { "id": 3, "bbox": [ 551, 52, 280, 115 ], "category_id": 2 }, { "id": 4, "bbox": [ 557, 177, 271, 42 ], "category_id": 2 }, { "id": 5, "bbox": [ 8, 306, 1133, 82 ], "category_id": 4 }, { "id": 6, "bbox": [ 1, 109, 205, 124 ], "category_id": 1 }, { "id": 7, "bbox": [ 220, 117, 324, 103 ], "category_id": 1 }, { "id": 8, "bbox": [ 364, 230, 43, 41 ], "category_id": 3 }, { "id": 9, "bbox": [ 546, 160, 302, 21 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 6, 7 ], "conditions": [ 3, 4 ], "products": [ 2 ] } ], "corefs": [ [ 6, 0 ], [ 7, 8 ], [ 2, 1 ] ], "caption": "Table 1. Optimization of the Heteroannulation Reaction between 4-Acetamido-3-iodopyridine (1) and Diphenylace- tylene (2) ", "pdf": { "Page": 2, "DPI": 100, "Width": 844, "Height": 1112, "CaptionBB": [ 437, 92, 764, 137 ], "ImageBB": [ 436, 148, 775, 264 ] }, "diagram_type": "single", "arrows": [ 9 ] }, { "id": 1369, "width": 924, "height": 1008, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op970105v-Scheme-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 516, 468, 187, 41 ], "category_id": 2 }, { "id": 1, "bbox": [ 497, 873, 75, 39 ], "category_id": 2 }, { "id": 2, "bbox": [ 62, 861, 72, 42 ], "category_id": 2 }, { "id": 3, "bbox": [ 661, 578, 114, 75 ], "category_id": 2 }, { "id": 4, "bbox": [ 516, 208, 73, 38 ], "category_id": 2 }, { "id": 5, "bbox": [ 292, 300, 35, 31 ], "category_id": 3 }, { "id": 6, "bbox": [ 184, 350, 310, 272 ], "category_id": 1 }, { "id": 7, "bbox": [ 49, 190, 71, 41 ], "category_id": 2 }, { "id": 8, "bbox": [ 488, 778, 114, 68 ], "category_id": 2 }, { "id": 9, "bbox": [ 292, 971, 39, 33 ], "category_id": 3 }, { "id": 10, "bbox": [ 407, 313, 167, 73 ], "category_id": 2 }, { "id": 11, "bbox": [ 793, 499, 23, 34 ], "category_id": 3 }, { "id": 12, "bbox": [ 690, 968, 41, 35 ], "category_id": 3 }, { "id": 13, "bbox": [ 616, 18, 307, 330 ], "category_id": 1 }, { "id": 14, "bbox": [ 571, 387, 115, 42 ], "category_id": 2 }, { "id": 15, "bbox": [ 184, 666, 301, 341 ], "category_id": 1 }, { "id": 16, "bbox": [ 488, 110, 134, 72 ], "category_id": 2 }, { "id": 17, "bbox": [ 0, 824, 31, 37 ], "category_id": 3 }, { "id": 18, "bbox": [ 0, 162, 28, 35 ], "category_id": 3 }, { "id": 19, "bbox": [ 702, 303, 41, 38 ], "category_id": 3 }, { "id": 20, "bbox": [ 172, 0, 306, 338 ], "category_id": 1 }, { "id": 21, "bbox": [ 610, 677, 306, 330 ], "category_id": 1 }, { "id": 22, "bbox": [ 46, 127, 104, 42 ], "category_id": 2 }, { "id": 23, "bbox": [ 49, 765, 117, 68 ], "category_id": 2 }, { "id": 24, "bbox": [ 304, 619, 44, 34 ], "category_id": 3 }, { "id": 25, "bbox": [ 30, 166, 150, 20 ], "category_id": 2, "original_name": "1" }, { "id": 26, "bbox": [ 498, 178, 138, 17 ], "category_id": 2, "original_name": "1" }, { "id": 27, "bbox": [ 486, 308, 164, 156 ], "category_id": 2, "original_name": "1" }, { "id": 28, "bbox": [ 494, 504, 238, 21 ], "category_id": 2, "original_name": "1" }, { "id": 29, "bbox": [ 782, 555, 16, 138 ], "category_id": 2, "original_name": "1" }, { "id": 30, "bbox": [ 36, 832, 158, 18 ], "category_id": 2, "original_name": "1" }, { "id": 31, "bbox": [ 486, 844, 140, 19 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 2", "pdf": { "Page": 2, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 73, 395, 134, 409 ], "ImageBB": [ 79, 416, 404, 771 ] }, "reactions": [ { "reactants": [ 18 ], "conditions": [ 22, 7 ], "products": [ 20 ] }, { "reactants": [ 20 ], "conditions": [ 16, 4 ], "products": [ 13 ] }, { "reactants": [ 13 ], "conditions": [ 10, 14 ], "products": [ 6 ] }, { "reactants": [ 6 ], "conditions": [ 0 ], "products": [ 11 ] }, { "reactants": [ 17 ], "conditions": [ 23, 2 ], "products": [ 15 ] }, { "reactants": [ 15 ], "conditions": [ 8, 1 ], "products": [ 21 ] }, { "reactants": [ 21 ], "conditions": [ 3 ], "products": [ 11 ] } ], "diagram_type": "tree", "arrows": [ 25, 26, 27, 28, 29, 30, 31 ] }, { "id": 1330, "width": 1372, "height": 672, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op400242j-Scheme-c7.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 207, 269, 197, 126 ], "category_id": 1 }, { "id": 1, "bbox": [ 424, 310, 122, 27 ], "category_id": 2 }, { "id": 2, "bbox": [ 602, 486, 201, 151 ], "category_id": 1 }, { "id": 3, "bbox": [ 755, 374, 35, 27 ], "category_id": 3 }, { "id": 4, "bbox": [ 427, 338, 124, 22 ], "category_id": 2 }, { "id": 5, "bbox": [ 755, 111, 31, 25 ], "category_id": 3 }, { "id": 6, "bbox": [ 1095, 374, 33, 25 ], "category_id": 3 }, { "id": 7, "bbox": [ 968, 269, 195, 123 ], "category_id": 1 }, { "id": 8, "bbox": [ 335, 377, 22, 23 ], "category_id": 3 }, { "id": 9, "bbox": [ 795, 248, 55, 26 ], "category_id": 2 }, { "id": 10, "bbox": [ 599, 8, 252, 123 ], "category_id": 1 }, { "id": 11, "bbox": [ 868, 313, 103, 29 ], "category_id": 2 }, { "id": 12, "bbox": [ 602, 230, 198, 163 ], "category_id": 1 }, { "id": 13, "bbox": [ 755, 623, 37, 27 ], "category_id": 3 }, { "id": 14, "bbox": [ 727, 151, 18, 72 ], "category_id": 3, "original_name": "2" }, { "id": 15, "bbox": [ 419, 330, 155, 14 ], "category_id": 2, "original_name": "1" }, { "id": 16, "bbox": [ 865, 333, 131, 16 ], "category_id": 2, "original_name": "1" }, { "id": 17, "bbox": [ 728, 391, 19, 71 ], "category_id": 3, "original_name": "2" } ], "caption": "Scheme 7. 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Variation of the Indole Substrate", "pdf": { "Page": 3, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 440, 76, 665, 89 ], "ImageBB": [ 439, 93, 777, 1051 ] }, "diagram_type": "single", "arrows": [ 10 ] }, { "id": 448, "width": 1652, "height": 252, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op2001047-Table-c7.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 940, 4, 148, 78 ], "category_id": 1 }, { "id": 1, "bbox": [ 771, 68, 114, 54 ], "category_id": 2 }, { "id": 2, "bbox": [ 563, 4, 146, 78 ], "category_id": 1 }, { "id": 3, "bbox": [ 986, 100, 63, 33 ], "category_id": 3 }, { "id": 4, "bbox": [ 3, 151, 1646, 100 ], "category_id": 4 }, { "id": 5, "bbox": [ 614, 104, 56, 31 ], "category_id": 3 }, { "id": 6, "bbox": [ 785, 0, 102, 58 ], "category_id": 2 }, { "id": 7, "bbox": [ 754, 52, 154, 15 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 2 ], "conditions": [ 6, 1 ], "products": [ 0 ] } ], "corefs": [ [ 2, 5 ], [ 0, 3 ] ], "caption": "Table 7. 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Sequential C(sp3)−H Methylation", "pdf": { "Page": 3, "DPI": 100, "Width": 869, "Height": 1137, "CaptionBB": [ 82, 696, 325, 715 ], "ImageBB": [ 83, 720, 418, 920 ] }, "diagram_type": "multiple", "arrows": [ 28, 29, 30 ] }, { "id": 65, "width": 1036, "height": 896, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/ja307151x-Figure-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 222, 267, 167, 61 ], "category_id": 2 }, { "id": 1, "bbox": [ 687, 205, 269, 31 ], "category_id": 3 }, { "id": 2, "bbox": [ 78, 764, 151, 30 ], "category_id": 3 }, { "id": 3, "bbox": [ 744, 764, 229, 31 ], "category_id": 3 }, { "id": 4, "bbox": [ 275, 832, 432, 59 ], "category_id": 3 }, { "id": 5, "bbox": [ 444, 457, 203, 30 ], "category_id": 3 }, { "id": 6, "bbox": [ 164, 205, 131, 31 ], "category_id": 3 }, { "id": 7, "bbox": [ 570, 522, 157, 61 ], "category_id": 2 }, { "id": 8, "bbox": [ 59, 4, 347, 176 ], "category_id": 1 }, { "id": 9, "bbox": [ 655, 6, 324, 188 ], "category_id": 1 }, { "id": 10, "bbox": [ 393, 266, 304, 176 ], "category_id": 1 }, { "id": 11, "bbox": [ 6, 570, 302, 177 ], "category_id": 1 }, { "id": 12, "bbox": [ 343, 573, 307, 252 ], "category_id": 1 }, { "id": 13, "bbox": [ 685, 570, 329, 177 ], "category_id": 1 }, { "id": 14, "bbox": [ 452, 58, 170, 30 ], "category_id": 2 }, { "id": 15, "bbox": [ 464, 109, 135, 61 ], "category_id": 2 }, { "id": 16, "bbox": [ 767, 437, 133, 59 ], "category_id": 2 }, { "id": 17, "bbox": [ 469, 89, 124, 19 ], "category_id": 2, "original_name": "1" }, { "id": 18, "bbox": [ 354, 226, 92, 84 ], "category_id": 2, "original_name": "1" }, { "id": 19, "bbox": [ 698, 442, 92, 85 ], "category_id": 2, "original_name": "1" }, { "id": 20, "bbox": [ 545, 512, 23, 96 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 8 ], "conditions": [ 14, 15 ], "products": [ 9 ] }, { "reactants": [ 8 ], "conditions": [ 0 ], "products": [ 10 ] }, { "reactants": [ 10 ], "conditions": [ 7 ], "products": [ 12 ] }, { "reactants": [ 10 ], "conditions": [ 16 ], "products": [ 13 ] } ], "corefs": [ [ 8, 6 ], [ 9, 1 ], [ 10, 5 ], [ 11, 2 ], [ 12, 4 ], [ 13, 3 ] ], "caption": "Figure 1. Formations of monodictyphenone (2) and related xanthones 3−6 proceed by a deoxygenation reaction and BV oxidation.2−5,7 Chrysophanol (7) has been shown to be a precursor of 4−6.4c,d,5d,7 Each deoxygenation site is highlighted by a circle. 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Comparison of 5-Exo-Trig, 5-Endo-Trig, 6-Exo-Trig, 6-Endo-Trig, and 7-Endo-Trig Ring-Forming Reactions of Anion 1a- and 1d-. (Activation Barriers (Erel TS) and Reaction Energies (Erel Cycle) with Regard to the Global Minimum Structures of the Open-Chain Form (Erel = 0.0 kcal/mol)): SCS-MP2/6-311þG(d,p)//B3LYP/6-31þG(d,p) (Corrected for Zero-Point Energies) [kcal/mol]; See the Supporting Information for Optimized Structures) ", "pdf": { "Page": 6, "DPI": 100, "Width": 844, "Height": 1112, "CaptionBB": [ 437, 366, 771, 487 ], "ImageBB": [ 436, 498, 775, 842 ] }, "diagram_type": "tree", "arrows": [ 18, 19, 20, 21, 22 ] }, { "id": 1209, "width": 1148, "height": 812, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/ol800523j-Scheme-c3.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 646, 215, 461, 99 ], "category_id": 1 }, { "id": 1, "bbox": [ 676, 2, 319, 44 ], "category_id": 2 }, { "id": 2, "bbox": [ 613, 564, 460, 105 ], "category_id": 1 }, { "id": 3, "bbox": [ 815, 315, 175, 45 ], "category_id": 3 }, { "id": 4, "bbox": [ 420, 90, 179, 45 ], "category_id": 3 }, { "id": 5, "bbox": [ 250, 315, 114, 43 ], "category_id": 3 }, { "id": 6, "bbox": [ 105, 94, 58, 45 ], "category_id": 3 }, { "id": 7, "bbox": [ 109, 714, 327, 47 ], "category_id": 3 }, { "id": 8, "bbox": [ 614, 714, 450, 47 ], "category_id": 3 }, { "id": 9, "bbox": [ 32, 27, 203, 76 ], "category_id": 1 }, { "id": 10, "bbox": [ 32, 366, 404, 339 ], "category_id": 1 }, { "id": 11, "bbox": [ 528, 371, 331, 132 ], "category_id": 2 }, { "id": 12, "bbox": [ 375, 21, 275, 63 ], "category_id": 1 }, { "id": 13, "bbox": [ 51, 223, 461, 95 ], "category_id": 1 }, { "id": 14, "bbox": [ 723, 84, 252, 73 ], "category_id": 2 }, { "id": 15, "bbox": [ 717, 56, 214, 22 ], "category_id": 2, "original_name": "1" }, { "id": 16, "bbox": [ 494, 377, 24, 135 ], "category_id": 2, "original_name": "1" } ], "caption": "Scheme 3. Trapping of Isomerization Intermediate", "pdf": { "Page": 3, "DPI": 100, "Width": 818, "Height": 1088, "CaptionBB": [ 462, 242, 723, 257 ], "ImageBB": [ 425, 264, 762, 503 ] }, "reactions": [ { "reactants": [ 9, 12 ], "conditions": [ 1, 14 ], "products": [ 13, 0 ] }, { "reactants": [ 13, 0 ], "conditions": [ 11 ], "products": [ 10, 2 ] } ], "diagram_type": "tree", "arrows": [ 15, 16 ] }, { "id": 178, "width": 1120, "height": 560, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op0602270-Table-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 0, 5, 294, 185 ], "category_id": 1 }, { "id": 1, "bbox": [ 807, 1, 297, 190 ], "category_id": 1 }, { "id": 2, "bbox": [ 370, 311, 358, 50 ], "category_id": 2 }, { "id": 3, "bbox": [ 316, 409, 491, 52 ], "category_id": 2 }, { "id": 4, "bbox": [ 916, 507, 102, 43 ], "category_id": 3 }, { "id": 5, "bbox": [ 110, 192, 75, 46 ], "category_id": 3 }, { "id": 6, "bbox": [ 920, 205, 108, 46 ], "category_id": 3 }, { "id": 7, "bbox": [ 356, 20, 355, 47 ], "category_id": 2 }, { "id": 8, "bbox": [ 322, 120, 451, 49 ], "category_id": 2 }, { "id": 9, "bbox": [ 237, 509, 68, 46 ], "category_id": 3 }, { "id": 10, "bbox": [ 827, 298, 292, 189 ], "category_id": 1 }, { "id": 11, "bbox": [ 12, 291, 200, 268 ], "category_id": 1 }, { "id": 12, "bbox": [ 411, 84, 238, 22 ], "category_id": 2, "original_name": "1" }, { "id": 13, "bbox": [ 423, 376, 241, 23 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 0 ], "conditions": [ 7, 8 ], "products": [ 1 ] }, { "reactants": [ 11 ], "conditions": [ 2, 3 ], "products": [ 10 ] } ], "corefs": [ [ 0, 5 ], [ 1, 6 ], [ 11, 9 ], [ 10, 4 ] ], "caption": "Table 1. Hydrogenation of E-7 and Z-7 with different 4,5-dihydro-3H-dinaphtho[2,1-c;1′,2′-e]phosphepines (6a-6i) ", "pdf": { "Page": 7, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 74, 53, 403, 81 ], "ImageBB": [ 80, 89, 405, 254 ] }, "diagram_type": "multiple", "arrows": [ 12, 13 ] }, { "id": 1116, "width": 840, "height": 1092, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/jo982024i-Scheme-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 182, 110, 71, 32 ], "category_id": 2 }, { "id": 1, "bbox": [ 385, 206, 17, 29 ], "category_id": 3 }, { "id": 2, "bbox": [ 183, 66, 89, 31 ], "category_id": 2 }, { "id": 3, "bbox": [ 217, 273, 224, 257 ], "category_id": 1 }, { "id": 4, "bbox": [ 261, 547, 196, 236 ], "category_id": 1 }, { "id": 5, "bbox": [ 621, 274, 206, 204 ], "category_id": 1 }, { "id": 6, "bbox": [ 667, 1032, 119, 56 ], "category_id": 3 }, { "id": 7, "bbox": [ 385, 775, 39, 30 ], "category_id": 3 }, { "id": 8, "bbox": [ 339, 505, 26, 29 ], 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"diagram_type": "multiple", "arrows": [ 34, 35, 36, 37, 38, 39, 40, 41 ] }, { "id": 210, "width": 1064, "height": 896, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/op0340816-Figure-c2.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 805, 753, 199, 140 ], "category_id": 1 }, { "id": 1, "bbox": [ 620, 468, 30, 39 ], "category_id": 3 }, { "id": 2, "bbox": [ 1027, 130, 34, 39 ], "category_id": 3 }, { "id": 3, "bbox": [ 650, 135, 39, 36 ], "category_id": 3 }, { "id": 4, "bbox": [ 387, 748, 177, 142 ], "category_id": 1 }, { "id": 5, "bbox": [ 812, 339, 197, 192 ], "category_id": 1 }, { "id": 6, "bbox": [ 395, 337, 221, 158 ], "category_id": 1 }, { "id": 7, "bbox": [ 388, 8, 258, 155 ], "category_id": 1 }, { "id": 8, "bbox": [ 492, 228, 50, 39 ], "category_id": 2 }, { "id": 9, "bbox": [ 931, 234, 52, 37 ], "category_id": 2 }, { "id": 10, "bbox": [ 203, 112, 108, 43 ], "category_id": 2 }, { "id": 11, "bbox": [ 229, 25, 71, 39 ], "category_id": 2 }, { "id": 12, 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}, { "reactants": [ 5 ], "conditions": [], "products": [ 0 ] } ], "corefs": [ [ 7, 3 ], [ 13, 2 ], [ 6, 1 ], [ 5, 14 ], [ 4, 15 ], [ 0, 16 ] ], "caption": "Figure 2. Production of 1,3-dichloro-2-fluorobenzene from 2,3,4-trichloro-1-benzenesulfonyl chloride. ", "pdf": { "Page": 2, "DPI": 100, "Width": 850, "Height": 1100, "CaptionBB": [ 74, 529, 409, 557 ], "ImageBB": [ 74, 240, 412, 526 ] }, "diagram_type": "tree", "arrows": [ 17, 18, 19, 20, 21 ] }, { "id": 286, "width": 1036, "height": 896, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/ol800086s-Table-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 8, 228, 1027, 667 ], "category_id": 4 }, { "id": 1, "bbox": [ 176, 188, 36, 32 ], "category_id": 3 }, { "id": 2, "bbox": [ 71, 0, 166, 179 ], "category_id": 1 }, { "id": 3, "bbox": [ 11, 38, 40, 106 ], "category_id": 1 }, { "id": 4, "bbox": [ 836, 3, 183, 179 ], "category_id": 1 }, { "id": 5, "bbox": [ 14, 179, 145, 41 ], "category_id": 3 }, { "id": 6, "bbox": [ 338, 16, 194, 74 ], "category_id": 2 }, { "id": 7, "bbox": [ 681, 185, 78, 38 ], "category_id": 3 }, { "id": 8, "bbox": [ 886, 186, 77, 38 ], "category_id": 3 }, { "id": 9, "bbox": [ 616, 3, 188, 177 ], "category_id": 1 }, { "id": 10, "bbox": [ 306, 95, 255, 72 ], "category_id": 2 }, { "id": 11, "bbox": [ 288, 84, 285, 16 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 3, 2 ], "conditions": [ 6, 10 ], "products": [ 9, 4 ] } ], "corefs": [ [ 3, 5 ], [ 2, 1 ], [ 9, 7 ], [ 4, 8 ] ], "caption": "Table 1. 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Selective hydrolysis of diester 3c with various bases", "pdf": { "Page": 3, "DPI": 100, "Width": 844, "Height": 1112, "CaptionBB": [ 71, 247, 405, 262 ], "ImageBB": [ 71, 272, 410, 471 ] }, "diagram_type": "single", "arrows": [ 9 ] }, { "id": 502, "width": 1148, "height": 812, "file_name": "./processed_val_data/RxnScribe_test/images_eval_resized/ol052245s-Table-c1.png", "license": 0, "bboxes": [ { "id": 0, "bbox": [ 418, 228, 159, 76 ], "category_id": 2 }, { "id": 1, "bbox": [ 528, 323, 306, 160 ], "category_id": 1 }, { "id": 2, "bbox": [ 362, 521, 129, 27 ], "category_id": 2 }, { "id": 3, "bbox": [ 596, 514, 127, 42 ], "category_id": 2 }, { "id": 4, "bbox": [ 235, 273, 79, 37 ], "category_id": 3 }, { "id": 5, "bbox": [ 420, 142, 148, 65 ], "category_id": 2 }, { "id": 6, "bbox": [ 187, 325, 259, 154 ], "category_id": 1 }, { "id": 7, "bbox": [ 25, 156, 327, 110 ], "category_id": 1 }, { "id": 8, "bbox": [ 618, 479, 79, 32 ], "category_id": 3 }, { "id": 9, "bbox": [ 388, 477, 79, 38 ], "category_id": 3 }, { "id": 10, "bbox": [ 143, 572, 365, 93 ], "category_id": 4 }, { "id": 11, "bbox": [ 924, 479, 184, 35 ], "category_id": 3 }, { "id": 12, "bbox": [ 855, 326, 277, 156 ], "category_id": 1 }, { "id": 13, "bbox": [ 385, 208, 231, 18 ], "category_id": 2, "original_name": "1" } ], "reactions": [ { "reactants": [ 7 ], "conditions": [ 5, 0 ], "products": [ 6, 1, 12 ] } ], "corefs": [ [ 7, 4 ], [ 6, 9 ], [ 1, 8 ], [ 12, 11 ] ], "caption": "Table 1. 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