m-Chloroperbenzoic acid → HCID 9828701, compound

Participants

Reaction Steps

m-Chloroperoxybenzoic acid (85%, 830 mg) was added in small portions under ice-cooling to a solution of ethyl 6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2-[(1-methylimidazol- 2-yl)thiomethyl]quinoline-3-carboxylate (3.0 g) in dichloromethane (75 ml). The reaction mixture was stirred at room temperature for 2.5 hours, washed successively with 5% NaHSO3 aqueous solution, saturated aqueous solution of sodium bicarbonate and water, and dried (MgSO4). The solvent was distilled off under reduced pressure. The residue was subjected to column chromatography on silica gel. From the fraction eluted with ethyl acetate/methanol (10:1, v/v), ethyl 6,7-dimethoxy-4-(3,4-dimethoxyphenyl)-2- [(1-methylimidazol-2-yl)sulfinylmethyl]quinoline-3-carboxylate (1.8 g, 58%) was obtained and recrystallized from acetone-ethyl ether.

Provenance & Evidence