Hydrochloric Acid → N'-(3-Benzoylphenyl)-N,N-dimethylurea

Participants

Reaction Conditions

Reaction Steps

Dimethylcarbamoyl chloride (7.5 grams, 0.07 mole) was added to a solution of 3-aminobenzophenone (10 grams, 0.05 mole) in dimethylformamide (150 ml.), triethylamine (10 ml.) at 10° C. with stirring and ice cooling. The reaction temperature was next raised to 60° C. for 20 hours, then cooled and poured onto ice water (500 grams) containing dilute hydrochloric acid. A tarry solid was obtained by decanting off the aqueous organic solution. Purification was effected by dissolving the tarry solid in methylene chloride and passing through a silica gel dry column - eluent methylene chloride. On elution with dichloromethane, the product, 3(-m-benzoylphenyl)-1,1-dimethyl urea, is obtained. Melting point was 104° C.-105° C. Crystallization from benzene-hexane (9:1) mixture gave solid 109° C.-110° C., which on benzene-hexane crystallizations afforded a melting point of from 121° C. to 122° C. identified as the desired urea by comparison with the sample prepared from phosgene and dimethylamine.

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