Hydrochloric Acid → HCID 22439189, compound

Participants

Reaction Steps

9-Hydroxymethyl-4-(2-chlorophenyl)-2-ethyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine (0.5 g) which can be synthesized by a known method (Japanese Patent Unexamined Publication No. 102698/1974) was stirred with 5% hydrochloric acid (10 ml) at 60° C. overnight. Then, sodium hydrogencarbonate was added to the reaction mixture to make the mixture alkaline. Chloroform and indole-2-carbonyl chloride (0.35 g) were added, and the mixture was stirred under ice-cooling for 3 hours. The organic layer was washed with saturated brine and dried over magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel thin-layer chromatography (developing solvent:ethyl acetate) and recrystallized from ethyl acetate-hexane to give 0.015 g of N-(4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)-3-hydroxymethyl[1,2,4]triazol-5-ylmethyl)indole-2-carboxamide.

Provenance & Evidence