Hydrochloric Acid → N-methyl-6-cyano-2-ethyl-2-methyl-2H-1-benzopyran-4-carboxamide

Participants

Reaction Steps

A mixture of 70 mg of N-methyl-6-cyano-2-ethyl-2-methyl-2H-1-benzopyran-4-carbothioamide, 55 mg of p-toluenesulfonyl chloride, and 5 ml of pyridine was heated at reflux for 6 hours. To the reaction mixture was added 2N hydrochloric acid, and the mixture was extracted with dichloromethane. The extract was dried over magnesium sulfate, and purified by silica gel column chromatography (AcOEt:n-hexane=1:1) and recrystallized from a mixture of ethyl acetate and n-hexane to obtain 41 mg of N-methyl-6-cyano-2-ethyl-2-methyl-2H-1-benzopyran-4-carboxamide represented by formula shown below.

Provenance & Evidence