Synthetic Route of 1127-59-9, 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. 1127-59-9, name is 7-Methylindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows.
General procedure: The chemical synthesis route of the target IBT compounds is illustrated in Scheme 1. The IBTs 3 were synthesized by the reaction of isatin 1 and N-phenylhydrazinecarbothioamide 2 in an aqueous solution of ethanol and acetic acid under reflux [22,23]. Generally, equivalent 1 and 2 was dissolved in a solution of acetic acid/water/alcohol solution, and then the mixture was refluxed for approximate 5-6 h. The reaction mixture was subsequently cooled to room temperature and in most cases a yellow or orange solid precipitated out. This precipitate was filtered, washed with water, and then dried to give a crude product. Recrystallization from ethanol gave pure solid in high yields. 4.2.18 (Z)-N-(4-Chlorophenyl)-2-(7-methyl-2-oxoindolin-3-ylidene)hydrazinecarbothioamide (3-18) Yield 77percent; m.p.: 251-253 ¡ãC; yellow solid; 1H NMR (DMSO-d6, 400 MHz), delta 12.91 (s, 1H, NNH), 11.35 (s, 1H, NH), 10.86 (s, 1H, SCNH), 7.69-7.63 (m, 3H, J = 6.4 Hz, Ar1-H4, Ar2-H3 and Ar2-H5), 7.51-7.43 (m, 2H, J = 7.6 Hz, Ar2-H2 and Ar2-H6), 7.22 (d, 1H J = 7.6 Hz, Ar1-H6), 7.05 (t, 1H J = 8.0 Hz, Ar1-H5), 2.26 (s, 3H, CH3); 13C NMR (DMSO-d6, 101 MHz), delta 176.3, 163.1, 141.2, 137.4, 132.9, 132.7, 130.0, 128.2, 127.2, 122.3, 120.5, 119.5, 118.1, 15.8; IR: (KBr, nu/cm-1), 3310 (NN-H), 3173 (CON-H), 3057 (Ar-H), 1696 (-CONH-), 1626 (C=N), 1595 and 1539 (Ar-C=C), 1209 (C=S), 1155 (N-N); Elemental analysis calculated for C16H13ClN4OS, C: 55.73, H: 3.80, N: 16.25, found C: 56.01, H: 4.10, N: 16.46; HRMS(MALDI) m/z: calculated. 345.0577, found 345.0565, [M + H]+.
The chemical industry reduces the impact on the environment during synthesis 7-Methylindoline-2,3-dione. I believe this compound will play a more active role in future production and life.
Reference:
Article; Zhang, Xu-Meng; Guo, Hui; Li, Zai-Shun; Song, Fu-Hang; Wang, Wei-Min; Dai, Huan-Qin; Zhang, Li-Xin; Wang, Jian-Guo; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 419 – 430;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem