3-Chloroaniline → HCID 69515221, compound

Participants

Reaction Steps

3-Chloroaniline (28.5 g, 200 mmol) and diethyl acetylenedicarboxylate (37.4 g, 220 mmol) are heated in MeOH (300 mL) for 3 h at reflux. The reaction mixture is concentrated to yield a yellow residue, which is heated in phenyl ether (400 mL), for ¾ h. The mixture is cooled to room temp. and diluted with hexane whereupon a white solid precipitates which is filtered off: 34.4 g.

Provenance & Evidence