Reactions of 1-nitrocyclohexene with N,N-binucleophiles

A modification of 1-nitrocyclohexene synthesis is proposed; its reaction with phenylhydrazine and benzoic acid hydrazide is shown to afford monoadducts, and with hydrazine hydrate, bisaduct. With diphenylguanidine occurs heterocyclization to 1-phenyl-2- N -phenylamino-4,5,6,7-tetrahydrobenzimidazole...

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Bibliographic Details
Published in:Russian journal of general chemistry 2010-11, Vol.80 (11), p.2298-2305
Main Authors: Efremova, I. E., Vakulenko, M. I., Lysenko, K. A., Bushmarinov, I. S., Lapshina, L. V., Berkova, G. A., Berestovitskaya, V. M.
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
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Summary:A modification of 1-nitrocyclohexene synthesis is proposed; its reaction with phenylhydrazine and benzoic acid hydrazide is shown to afford monoadducts, and with hydrazine hydrate, bisaduct. With diphenylguanidine occurs heterocyclization to 1-phenyl-2- N -phenylamino-4,5,6,7-tetrahydrobenzimidazole, whose structure is confirmed by the X-ray diffraction data. The analysis performed for this compound of the electron density distribution function in the crystal made it possible to estimate the charge distribution, π-electrons delocalization nature, and the role of N-H…N, C-H…H-C and C-H…C interactions in the formation of the crystal packing.
ISSN:1070-3632
1608-3350
DOI:10.1134/S1070363210110113