[(4-Chlorophenyl)amino]acetonitrile → N-(2,6-dichlorobenzoyl)-N'-(cyanomethyl)-N'-(p-chlorophenyl)-urea

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Reaction Steps

16.0 g. of 2,6-dichlorobenzoylisocyanate are added in small portions to a solution of 11.66 g. of p-chloroanilino-acetonitrile in 100 ml. of dry benzene with moderate cooling. After some time a substance crystallizes out, which after about 12 hours is drawn off and washed with benzene. After drying the weight is 25.25 g, i.e. 93.7% the melting point being 185° C., with spontaneous decomposition on the Kofler heating bench. Thin-layer chromatography (solvent either ethylacetate or chloroform) shows that the substance is pure, however, if desired, it may be recrystallized from 250 ml. of benzene with a yield of 80%.

Provenance & Evidence