REACTION OF -3-(4-N,N-DIMETHYLAMINOANILINO)-1,4-NAPHTHOQUINONE WITH CYCLIC AMINES (PIPERIDINE, MORPHOLINE, AND PYRROLIDINE)

It was shown that the reaction of o-3-(4-N,N-dimethylaminoanilino)1,4- naphthoquinone with piperidine in the absence of a solvent gives not o nly a product of replacement of the chlorine atom by a piperidino grou p, ethylaminoanilino)2-piperidino-1,4-naphthoquinone, but also 2-(4-N, N-dimethylaminoanilino)-1,4-naphthoquinone and thylaminoanilino-2-pipe ridino)-1,4-naphthoquinone. The latter compounds are the only reaction products formed in dimethyl sulfoxide. The reaction with morpholine o ccurs in a similar way, whereas that with pyrrolidine gives only a pro duct of replacement of the chlorine atom by hydrogen.