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. 3484-35-3, name is 5-Methylindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., 3484-35-3
General procedure: To a mixture of oxindole (3a-f, 0.3mmol), 1-alkyl-1H benzo[d]imidazole-2-carbaldehydes (7a-e, 0.33mmol) in ethanol (2mL), was added catalytic amount of piperidine. The reaction mixture was stirred at reflux until complete consumption of the oxindole observed by TLC. After cooling, the precipitate was filtered, washed with cold ethanol, and dried in air to furnish pure (E)-benzo[d]imidazol-2-yl)methylene)indolin-2-ones 8a-z orange/yellow solids in moderate to good yields. Compounds 8c, 8f, 8i, 8l and 8o did not precipitated out from ethanol, were purified by column chromatography with silica gel (60-120) by using ethyl acetate:hexane (2:8 to 3:7). 4.1.1.14 (E)-3-((1-Ethyl-1H-benzo[d]imidazol-2-yl)methylene)-5-methylindolin-2-one (8n) Orange solid, Yield 84%; mp: 274-276 C; FT-IR: (cm-1): 3166, 3067, 2980, 1704, 1615, 1323, 813, 742;1H NMR (300 MHz, DMSO-d6): delta 10.20 (brs, 1H, NH), 9.22 (s, 1H, Ar-H), 7.87 (d, J = 7.2 Hz, 1H, Ar-H), 7.65-7.58 (m, 1H, Ar-H), 7.56 (s, 1H, C=CH), 7.51-7.28 (m, 2H, Ar-H), 7.09 (d, J = 7.9 Hz, 1H, Ar-H), 6.78 (d, J = 7.9 Hz, 1H, Ar-H), 4.54-4.41 (m, 2H, CH2), 2.38 (s, 3H, CH3), 1.50 (t, J = 7.3 Hz, 3H, CH3); 13C NMR (125 MHz, DMSO-d6): delta 168.9, 146.8, 142.9, 141.3, 134.6, 131.7, 131.2, 129.9, 128.6, 124.1, 122.9, 121.1, 119.8, 117.1, 110.6, 109.3, 38.4, 21.0, 15.7; HRMS (ESI): m/z calcd for C19H18N3O 304.1450, found 304.1438 [M+H]+; Purity: 98.7%.
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Reference:
Article; Sharma, Pankaj; Thummuri, Dinesh; Reddy, T. Srinivasa; Senwar, Kishna Ram; Naidu; Srinivasulu, Gannoju; Bharghava, Suresh K.; Shankaraiah, Nagula; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 584 – 600;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem