3-Chloro-4-hydroxy-5-methoxybenzaldehyde → 2-Cyano-3-(3-chloro-4-hydroxy-5-methoxyphenyl) propenanilide

Participants

Reaction Steps

To a solution of 5-chlorovanillin (728 mg, 3.9 mmol) and cyanoacetanilide (625 mg, 3.9 mmol) in ethanol (20 ml) were added 3 drops of piperidine, and the resulting mixture was refluxed for 2 hours. After cooling to room temperature, the resulting solid was filtered and washed with ethanol: water (1: 1) to give the objective 2-cyano-3-(3-chloro-4-hydroxy-5-methoxyphenyl) propenanilide (950 mg, 74% in yield).

Provenance & Evidence