Water → HCID 13019275, compound

Participants

Reaction Conditions

Reaction Steps

p-Aminobenzonitrile (11.8 g., 0.1 mole) and 1-bromohexadecane (15.25 g., 0.05 mole) are dissolved in hexamethylphosphoramide (200 ml.) and heated under nitrogen in an oil bath maintained at 120° C. for 22 hours. The reaction mixture is cooled to room temperature and water (50 ml.) is added gradually. The mixture is then chilled in an ice-bath. The precipitate separated is filtered, washed thoroughly with water, and dried. It is then washed repeatedly with hexane and dried. The 14.2 g. of pale brownish yellow granular solid is obtained as a homogeneous product. Recrystallization from ether-hexane affords p-hexadecylaminobenzonitrile as a pale yellow prisms, m.p. 63°-64° C.

Provenance & Evidence