Reference of 14192-26-8, 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. 14192-26-8, name is Methyl 2-oxoindoline-6-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.
To the suspension of methyl 2-oxoindoline-6-carboxylate 18[16,17] (50 g, 0.261 mol) in isopropyl alcohol (IPA) (350 ml) was added slowly in sodium methoxide powder (33.8 g,0.626 mol) and stirred for about 15 min. Benzoyl chloride (44 g, 0.313 mol) was added and stirred at 5 to 10 C for about 5 h. After completion of the reaction, the reaction mixture was quenched into ice water (700 mL) and acidified with concentrated HCl up topH 2.0-2.5. The reaction mixture was filtered and washed with water (2 100 mL) and the precipitate is dried to obtain crude product that was recrystallized from acetonitrile (28 mL) to obtain methyl-3-(hydroxy(phenyl)methylene)-2-oxoindoline-6-carboxylatepure crystalline solid (32 g) (61%) (HPLC purity >97%). The filtrate was evaporated invacuum to get the unreacted methyl 2-oxoindoline-6-carboxylate. M.p.: 216-223 C; IR (KBr, cm 1): 3178, 1711, 1651; 1H-NMR (400 MHz, DMSO): delta3.80 (s, 3H), 7.17 (s, 1H), 7.28-7.31 (m, 2H), 7.46-7.50 (m, 3H), 7.72 (d, 2H, J 6.0 Hz),9.52 (s, 1H), 11.53 (s, 1H); 13C-NMR (100 MHz, DMSO): delta 22.12, 52.41, 101.13, 111.13,119.23, 123.06, 126.65, 127.06, 128.65, 129.21, 132.26, 134.47, 136.99, 166.58, 172.52, and175.80; HRMS (ESI): m/z calcd. For C17H13NO4: 295.0845. Found: 296.0921 [M]1.
The chemical industry reduces the impact on the environment during synthesis Methyl 2-oxoindoline-6-carboxylate. I believe this compound will play a more active role in future production and life.
Reference:
Article; Arava, Veerareddy; Gogireddy, Surendrareddy; Synthetic Communications; vol. 47; 10; (2017); p. 975 – 981;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem