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Chemistry of Heterocyclic Compounds

, Volume 28, Issue 11, pp 1277–1279 | Cite as

One stage synthesis of 5-dicyanomethylene-3,5-dihydro-2h-benzimidazoles

  • V. A. Kaminskii
  • O. G. Pestova
  • L. V. Mezhennaya
Article
  • 38 Downloads

Abstract

Oxidative condensation of ketones, o-phenylenediamines, and malononitrile in the presence of acid catalysts and MnO2 gives 5-dicyanomethylene-2-R-2-R′-3,5-dihydro-2H-benzimidazoles. Changing the mono ketones to 1,5-diketones leads to 8-dicyanomethylene-3,4,4a,8-tetrahydropyrido[1,2-a]benzimidazoles.

Keywords

Organic Chemistry Ketone MnO2 Benzimidazole Acid Catalyst 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1.
    D. W. S. Latham, O. Meth-Cohn, H. Suschitzky, and J. A. L. Herbert, J. Chem. Soc., Perkin I, No. 5, 470 (1977).Google Scholar
  2. 2.
    K. E. Davies, G. E. Domany, M. Farhat, J. A. L. Herbert, A. M. Jefferson, M. A. Gutierres, and H. Suschitzky, J. Chem. Soc., Perkin I, No. 11, 2465 (1984).Google Scholar
  3. 3.
    O. Yu. Slabko, L. V. Mezhennaya, V. A. Kaminskii, and M. N. Tilichenko, Khim. Geterotsikl. Soedin., No. 6, 779 (1990).Google Scholar
  4. 4.
    J. A. L. Herbert, B. Iddon, A. Robinson, and H. Suschitzky, J. Chem. Soc., Perkin I, No. 5, 991 (1988).Google Scholar
  5. 5.
    V. A. Kaminskii, I. V. Stepanchenko, and M. N. Tilichenko, Khim. Geterotsikl. Soedin., No. 9, 1251 (1979).Google Scholar
  6. 6.
    W. Ried and P. Stahlhofen, Chem. Ber., 90, 815 (1957).Google Scholar

Copyright information

© Plenum Publishing Corporation 1993

Authors and Affiliations

  • V. A. Kaminskii
    • 1
  • O. G. Pestova
    • 1
  • L. V. Mezhennaya
    • 1
  1. 1.Far Eastern State UniversityVladivostok

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