N,N,N'-trimethyl-N'-(4-nitrophenyl)-1,2-ethanediamine → N-(2-Dimethylaminoethyl)-N-methylbenzene-1,4-diamine

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Reaction Steps

A solution of N,N,N′-trimethyl-N′-(4-nitrophenyl)ethane-1,2-diamine in ethanol, containing 5 drops of concentrated hydrochloric acid, is hydrogenated overnight at atmospheric pressure over 10% Pd/C. The mixture is filtered through a pad of diatomaceous earth and concentrated under reduced pressure to give N-[2-(dimethylamino)ethyl]-N-methylbenzene-1,4-diamine as a dark maroon oil.

Provenance & Evidence