Ammonia → 6-chloro-7-[methyl(2-thienylsulfonyl)amino]-1H-indole-2-carboxamide

Participants

Reaction Conditions

Reaction Steps

To a mixture of 6-chloro-7-[methyl(2-thienylsulfonyl)amino]-1H-indole-2-carboxylic acid (0.69 g), 1H-1,2,3-benzotriazol-1-ol (0.31 g) and N,N-dimethylformamide (10 mL) was added N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide-hydrochloride (0.44 g) at room temperature, and the mixture was stirred at 50° C. for 20 min. The mixture was allowed to warm to room temperature, and 28% aqueous ammonia (0.30 mL) was added. The reaction mixture was stirred at room temperature for 2 hr, and acidified with 10% aqueous citric acid solution. The resulting crystals were filtrated, washed with water, and dried to give the title compound (0.70 g, quantitative) as colorless crystals. melting point 225-226° C. (decomposition).

Provenance & Evidence