Synthetic Route of 20780-72-7, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 20780-72-7, name is 4-Bromoisatin, This compound has unique chemical properties. The synthetic route is as follows.
A 25 mL flask was charged with 2-amino-5-methyl-N?-phenylbenzohydrazide (241 mg, 1.0 mmol), 4-bromoisatins (226 mg, 1.0 mmol), CuI (10mg, 0.05 mmol), and THF (10.0 mL). The reaction mixture was stirred at reflux for 4 h before reaching completion, which was monitored by TLC. The insoluble was filtered off by a fast hot-filtration, and the product 4a was obtained directly via filtration when the mixture was allowed to cool down to the room temperature. 4.2.1. 4-Bromo-6′-methyl-3′-(phenylamino)-1’H-spiro[indoline-3,2′-quinazoline]-2,4′(3’H)-dione (4a). Yield 92percent (448 mg). Pale yellow solid, mp: 186-187 °C; 1H NMR (DMSO-d6, 400 MHz): deltaH 2.19 (s, 3H), 6.54 (d, J=8.0 Hz, 1H), 6.67 (s, 1H), 6.78-6.87 (m, 3H), 7.01 (s, 2H), 7.10-7.19 (m, 3H), 7.39 (s, 1H), 7.53 (s, 1H), 7.79 (s, 1H), 10.61 (s, 1H). 13C NMR (Acetone-d6, 100 MHz): deltaC 19.9, 80.3, 109.48, 109.54, 112.5, 113.4, 114.6, 120.2, 126.3, 126.5, 127.4, 128.1, 132.0, 132.1, 134.9, 143.87, 143.94, 148.1, 170.1, 173.8. IR (KBr): nu 3436, 3331, 3298, 1728, 1621, 1518, 1446, 1416, 1356, 1306, 1242, 1214, 1174, 1158, 1078, 1044, 989, 967, 942, 903, 777, 750, 731 cm-1. HRMS (TOF, ESI, m/z): Calcd for C22H16BrN4O2 [M-H]- 447.0457, found 447.0483.
The chemical industry reduces the impact on the environment during synthesis 4-Bromoisatin. I believe this compound will play a more active role in future production and life.
Reference:
Article; Ma, Yong-Gang; Li, Chao; Yao, Chang-Sheng; Wang, Xiang-Shan; Tetrahedron; vol. 72; 27-28; (2016); p. 3844 – 3850;,
Indoline – Wikipedia,
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