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Chemistry of Heterocyclic Compounds

, Volume 19, Issue 9, pp 966–969 | Cite as

Products of transformation of aldehyde benzazolylhydrazones in acetic acid in the presence of n-amyl nitrite

  • G. N. Lipunova
  • N. A. Klyuev
  • L. I. Medvedeva
  • N. P. Bednyagina
  • V. N. Zhil'nikov
Article
  • 37 Downloads

Abstract

The reaction of aldehyde benzazolylhydrazones with amy1 nitrite in acetic acid leads to an oxidative transformation to give N,N′-diacyl derivatives of 2-hydrazinobenzazoles rather than to nitrosation of the hydrazones, whereas in the case of benzaldehyde benzothiazolylhydrazone it leads to 1,4-dibenzothiazolyl-3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine.

Keywords

Acetic Acetic Acid Organic Chemistry Aldehyde Nitrite 
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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Literature cited

  1. 1.
    L. I. Medvedeva, G. N. Lipunova, N. P. Bednyagina, I. I. Mudretsova, and E. 0. Sidorov, Khim. Geterotsikl. Soedin., No. 8, 1101 (1980).Google Scholar
  2. 2.
    R. Putter, Houben-Weyl, Methoden der organischen Chemie, Vol. 10/3, Georg Thieme Verlag, Stuttgart (1965), p. 622.Google Scholar
  3. 3.
    J. Buchingham, J. Quart. Rev., 23, 37 (1969).Google Scholar
  4. 4.
    Yu. P. Kitaev and B. I. Buzykin, Hydrazones [in Russian], Nauka, Moscow (1974), pp. 125, 136, 306.Google Scholar
  5. 5.
    S. E. Esipov, N. A. Klyuev, A. A. Saburova, and V. M. Adanin, Khim. Prir. Soedin., No. 1, 85 (1981).Google Scholar
  6. 6.
    S. W. Tam, The Chemistry of the Hydrazo, Azo, and Azoxy Groups, S. Patai, ed., Part 1, Wiley (1975), Chap. 5, p. 109.Google Scholar
  7. 7.
    P. Wolkoff and S. Hammerum, Org. Mass Spectrom., 11, 375 (1976).Google Scholar
  8. 8.
    B. I. Buzykin, “Nitrilimines in reactions with compounds that contain a labile hydrogen atom” Paper deposited at VINITI.Google Scholar
  9. 9.
    R. N. Butler, F. L. Scott, and T. A. F. Mahony, Chem. Rev., 73, 93 (1973).Google Scholar

Copyright information

© Plenum Publishing Corporation 1984

Authors and Affiliations

  • G. N. Lipunova
    • 1
  • N. A. Klyuev
    • 1
  • L. I. Medvedeva
    • 1
  • N. P. Bednyagina
    • 1
  • V. N. Zhil'nikov
    • 1
  1. 1.S. M. Kirov Ural Polytechnic InstituteSverdlovsk

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