Hydrochloric Acid → HCID 67727746, compound

Participants

Reaction Conditions

Reaction Steps

4-(2-Chlorophenyl)-9-(2-ethoxycarbonylethyl)-2-ethyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine (3.3 g) was added to 5% hydrochloric acid (35 ml), and the mixture was stirred at 40° C. for 4 hours. Then, sodium hydrogencarbonate was added to the reaction mixture to make the mixture alkaline. Chloroform (50 ml) and 3,4-dichlorobenzoyl chloride (1.61 g) were added under ice-cooling, and the mixture was allowed to stand overnight. Then, the organic layer was taken out, washed with an aqueous citric acid solution and saturated brine, and dried over magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel column chromatography (developing solvent:ethyl acetate-methanol) and recrystallized from ethyl acetate-hexane to give 1.08 g of ethyl 3-(4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)-3-(3,4-dichlorobenzoylaminomethyl) [1,2,4]triazol-5-yl)propionate.

Provenance & Evidence