Abstract
It was demonstrated by x-ray diffraction analysis that 1-imino-5-methyl-3,5-diphenyl-2-cyclohexene-2,6,6-tricarbonitrile, which has been erroneously described in the literature as a 1-phenylethylidenemalononitrile dimer, actually has the 6-methyl-4,6-diphenyl-2-dicyanomethylene-1,2,5,6-tetrahydronicotinonitrile structure. The latter is one of three isomers that are formed as a result of the base-catalyzed dimerization of 1-phenylethylidenemalononitrile. The conformation of the unsaturated heteroring is discussed.
Similar content being viewed by others
Literature Cited
D. W. M. Anderson, F. Bell, and J. L. Duncan, J. Chem. Soc., No. 11, 4705 (1961).
M. R. S. Weir and J. B. Hyne, Can. J. Chem., 43, 772 (1965).
Yu. T. Abramenko, Yu. A. Baskakov, Yu. A. Sharanin, A. F. Vasil'ev, E. B. Nazarova, N. A. Kiseleva, and O. N. Vlasov, Zh. Vsesoyuzn. Khim. Obshch., 24, 408 (1979).
Yu. T. Abramenko, A. V. Ivashchenko, K. A. Nogaeva, N. A. Andronova, and E. B. Putsykina, Zh. Org. Khim., 22, 264 (1986).
Yu. T. Abramenko, A. V. Ivashchenko, K. A. Nogaeva, and Yu. A. Sharanin, Khim. Geterotsikl. Soedin., No. 5, 621 (1986).
J. Mirek and P. Milart, Z. Naturforsch., 41b, 1471 (1986).
International Tables for X-Ray Crystallography, Vol. 3 (1962), p. 277.
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 71–74, January, 1988.
Rights and permissions
About this article
Cite this article
Tafeenko, V.A., Abramenko, Y.T., Ivashchenko, A.V. et al. X-ray diffraction study of 6-methyl-4,6-diphenyl-2-dicyano-methylene-1,2,5,6-tetrahydronicotinonitrile. Chem Heterocycl Compd 24, 60–63 (1988). https://doi.org/10.1007/BF00475568
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF00475568