Sodium hydride → HCID 22161795, compound

Participants

Reaction Steps

2-Mercaptobenzimidazole (0.7 g) was dissolved in dimethyl formamide (30 ml). Sodium hydride (60% in oil, 0.19 g) was added thereto under ice-cooling and the mixture was stirred for 30 minutes. Sequentially, a solution of 1,4-dimethyl-8-chloromethyl-1,2-dihydroquinoline (0.8 g) in dimethyl formamide(5 ml) was added dropwise to the reaction mixture and the mixture was stirred for 1 hour under ice-cooling. After distilling off dimethyl formamide, the resulting residue was poured into an ice-cold water and the mixture was extracted with chloroform. The extract was dried over anhydrous magnesium sulfate, then chloroform was distilled off. The resulting residue was purified by silica gel column chromatography [eluent : dichloromethane-methanol (200:1)] to give 1,4-dimethyl-8-(2-benzimidazolyl)thiomethyl-1,2-dihydroquinoline (0.4 g).

Provenance & Evidence