Reaction of 2-chloro-3-(4-N,N-dimethylaminoanilino)-1,4-naphthoquinone with cyclic amines (piperidine, morpholine, and pyrrolidine)

Reaction of 2-chloro-3-(4-N,N-dimethylaminoanilino)-1,4-naphthoquinone with cyclic amines (piperidine, morpholine, and pyrrolidine) Full article

Journal

Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171

Output data

Year: 1995, Volume: 44, Number: 12, Pages: 2346-2349 Pages count : 4 DOI: 10.1007/BF00713605

Tags

2-chloro-3-(4-N,N-dimethylaminoanilino)-1,4-naphthoquinone; cyclic amines

Authors

Mikhalina T.V. ¹ , Rubashko S.V. ¹ , Fokin E.P. ¹ , Bagryanskaya I.Yu. ¹ , Gatilov Yu .V. ¹

Affiliations

1	Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090, Novosibirsk, Russian Federation

It was shown that the reaction of 2-chloro-3-(4-N,N-dimethylaminoanilino)1,4-naphthoquinone with piperidine in the absence of a solvent gives not only a product of replacement of the chlorine atom by a piperidino group, 3-(4-N,N-dimethylaminoanilino)2-piperidino-1,4-naphthoquinone, but also 2-(4-N,N-dimethylaminoanilino)-1,4-naphthoquinone and 2-(4-N,N-dimethylaminoanilino-2-piperidino)-1,4-naphthoquinone. The latter compounds are the only reaction products formed in dimethyl sulfoxide. The reaction with morpholine occurs in a similar way, whereas that with pyrrolidine gives only a product of replacement of the chlorine atom by hydrogen.

Mikhalina T.V. , Rubashko S.V. , Fokin E.P. , Bagryanskaya I.Y. , Gatilov Y.V.
Reaction of 2-chloro-3-(4-N,N-dimethylaminoanilino)-1,4-naphthoquinone with cyclic amines (piperidine, morpholine, and pyrrolidine)
Russian Chemical Bulletin. 1995. V.44. N12. P.2346-2349. DOI: 10.1007/BF00713605 WOS Scopus РИНЦ OpenAlex

Published print:

Dec 1, 1995

≡ Web of science:	WOS:A1995UE90700023
≡ Scopus:	2-s2.0-84928559677
≡ Elibrary:	30953929
≡ OpenAlex:	W2951701054