Application of 3484-35-3, The chemical industry reduces the impact on the environment during synthesis 3484-35-3, name is 5-Methylindolin-2-one, I believe this compound will play a more active role in future production and life.
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). 4.1.1.13 (E)-5-Methyl-3-((1-methyl-1H-benzo[d]imidazol-2-yl)methylene)indolin-2-one (8m) Orange solid, Yield 79%; mp: 266-268 C; FT-IR: (cm-1): 3183, 3056, 2916, 1702, 1612, 1321, 815, 737; 1H NMR (500 MHz, DMSO-d6): delta 10.59 (brs, 1H, NH), 9.35 (s, 1H, Ar-H), 7.84 (d, J = 8.1 Hz, 1H, Ar-H), 7.69 (d, J = 8.1 Hz, 1H, Ar-H), 7.55 (s, 1H, C=CH), 7.41-7.31 (m, 2H, Ar-H), 7.15 (d, J = 7.8 Hz, 1H, Ar-H), 6.79 (d, J = 7.8 Hz, 1H, Ar-H), 4.02 (s, 3H, CH3), 2.35 (s, 3H, CH3); 13C NMR (75 MHz, CDCl3+DMSO-d6): delta 168.9, 147.5, 142.6, 141.0, 135.4, 131.4, 130.9, 129.9, 128.4, 123.9, 122.7, 120.9, 119.5, 117.3, 110.4, 109.1, 30.0, 20.8; HRMS (ESI): m/z calcd for C18H16N3O 290.1293, found 290.1279 [M+H]+; Purity: 99.2%.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Methylindolin-2-one, other downstream synthetic routes, hurry up and to see.
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