Hydrochloric Acid → 6-(1-Ethoxy-carbonyl-ethylidenehydrazino)-beta-carboline-3-carboxylic acid ethyl ester

Participants

Reaction Conditions

Reaction Steps

710 mg of 6-amino-β-carboline-3-carboxylic acid ethyl ester is mixed in 18 ml of water at 4° C. with 1.2 ml of concentrated hydrochloric acid. A solution of 210 mg of sodium nitrite in 20 ml of water is added in drops to the precipitated salt, and it is stirred for another 15 minutes at 4° C. This solution is added in drops at 4° C. to 410 mg of ethyl-2-methylacetoacetate and 1 ml of 50% KOH in 3 ml of ethanol and 6 ml of water, and it is stirred for another 3 hours. The reaction mixture is mixed with 50 ml of water and extracted with ethyl acetate. The organic phases are washed with water, dried, and concentrated by evaporation. 250 mg of 6-(1-ethoxy-carbonyl-ethylidenehydrazino)-β-carboline-3-carboxylic acid ethyl ester is obtained, which is processed without further purification.

Provenance & Evidence