Dimethyl p- phenyl

Preparation of a,a-Dimethyl- 3-Phenylpropionamide Sodamide was prepared from 7.6 grams of sodium in 350 cc of liquid ammonia with 0.9 gram of hydrous ferric chloride. The ammonia was replaced by 250 cc of toluene, the mixture was heated to 60°C and 71.4 grams of l,3-diphenyl-2,2-dimethyl propanone-1 dissolved in 150 cc of toluene was added. The mixture was stirred and heated on a steam bath for 5 hours. A clear red color appeared in 15 minutes and disappeared after about an hour. After cooling, water was added, the organic layer was washed, dried, and concentrated to give 36.5 grams of a,a-dimethyl-p-phenyl propionamide which crystallized slowly after the addition of an equal volume of petroleum ether. The product melted at 62°C after crystallization from benzene-petroleum ether. 

Chloride, (H3C)2N.CgH4.N( N).Cl, mw 183.64, N 22.88% pale-yel crysts (from ale + eth), mp — puffs off at ca 130° sol in cold w in ale insol in eth decumpd by hot w. Hantzsch (Refs 1 2) ptepd it by the low-temp diazotization of N,N-dimethyl-p-phenyl-enediamine with Na nitrite, while Stolle (Ref 4) treated N,N dimethyl-p-phenylene-diamine hydrochloride with amyl nitrite in alcoholic medium... 

AW-Dimethyl-p-phenylenediamine dihydrochloride (1%). Dissolve Ig NN-dimethyl-p-phenylenediamine hydrochloride NH2-C6H4-N(CH3)2 2HC1 in water and dilute to 100 ml. Instead of the dihydrochloride, JW-dimethyl-p-phenyl-enediamine sulphate NH2-C5H4 N(CH3)2 H2S04 may be used. 

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