Pyridine → HCID 21997651, compound

Participants

Reaction Conditions

Reaction Steps

Acetyl chloride (575 μl, 8 mmol) in THF (2 ml) and subsequently pyridine (645 μl, 8 mmol) in THF (2 ml) were added to a stirred solution of (2-amino-3,5-difluorophenylsulfanyl)acetonitrile (1.53 g) in THF (20 ml) at 0° C. The mixture was stirred at 0° C. for 15 min, then at ambient temperature for 1 h. Additional amounts of acetyl chloride (57 μl) and pyridine (65 μl) were added, and stirring was continued for 1 h. Then the solvent was removed in vacuo and the residue was triturated with water (25 ml). The precipitate was filtered off and dried. Recrystallization from 96% ethanol gave the title compound. Yield 1.16 g (63%), mp 148.5-149° C. An additional crop of the title compound (0.25 g, 13%) was obtained from the mother liqueor; 1H-NMR (DMSO-d6), δ (ppm): 9.65 (s, 1H, NH), 7.40-7.20 (m, 2H, Ar—H), 4.34 (s, 2H, CH2), 2.09 (s, 3H, CH3).

Provenance & Evidence