Chemistry of Heterocyclic Compounds

, Volume 9, Issue 3, pp 345–348 | Cite as

Anomalous transformations of acetaldehyde (2,6-dichloro-4-pyridyl)hydrazone under the conditions of the Fischer reaction

  • L. N. Yakhontov
  • M. F. Marshalkin
  • O. S. Anisimova
  • N. P. Kostyuchenko
Article
  • 27 Downloads

Abstract

Instead of the usual indolization, when acetaldehyde (2,6-dichloro-4-pyridyl)hydrazone is heated with zinc chloride under the conditions of the Fischer reaction one observes the formation of acetone (2,6-dichloro-4-pyridyl)hydrazone, 1-(2,6-dichloro-4-pyridyl)-5-methylpyrazoline, and 2,6-dichloro-4-aminopyridine, the ratio between which depends on the temperature and duration of the reaction.

Keywords

Acetaldehyde Chloride Zinc Acetone Organic Chemistry 

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Literature cited

  1. 1.
    L. N. Yakhontov and M. F. Marshalkin, Khim. Geterotsikl. Soedin., 1638 (1972).Google Scholar
  2. 2.
    L. N. Yakhontov, M. V. Marshalkin, and O. S. Anisimova, Khim. Geterotsikl. Soedin., 508 (1972).Google Scholar
  3. 3.
    N. N. Suvorov, V. P. Mamaev, and V. M. Rodionov, in: Reactions and Methods for the Investigation of Organic Compounds [in Russian], Vol. 9, Goskhimizdat (1959), p. 46.Google Scholar
  4. 4.
    V. Ya. Kanterov, N. N. Suvorov, N. E. Starostenko, and Yu. G. Oleinikov, Khim.-Farmats. Zh., 1583 (1970).Google Scholar
  5. 5.
    H. Meyer and E. Ritter, Monatsh.,36, 731 (1915).Google Scholar
  6. 6.
    M. F. Marshalkin and L. N. Yakhontov, Khim. Geterotsikl. Soedin., 1528 (1972).Google Scholar

Copyright information

© Plenum Publishing Corporation 1975

Authors and Affiliations

  • L. N. Yakhontov
    • 1
  • M. F. Marshalkin
    • 1
  • O. S. Anisimova
  • N. P. Kostyuchenko
  1. 1.S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical-Chemistry InstituteMoscow

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