4-Chlorophenyl Isocyanate → 3-(3-p-Chlorophenylureido)aniline

Participants

Reaction Steps

m-Phenylenediamine (10.8 g.) is dissolved in methylene chloride (500 ml.) at room temperature and a solution of p-chlorophenyl isocyanate (15.35 g.) in methylene chloride (50 ml.) is added dropwise with vigorous stirring. The mixture is stirred for 2 hours after the addition is complete, and the product is filtered off, washed with methylene chloride and dried. This solid thus obtained is crystallized from methanol (3 1.) to give 3-(3-p-chlorophenylureido)aniline, which slowly decomposes on heating to 310° C. without melting, but is analytically pure.

Provenance & Evidence