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Chemistry of Heterocyclic Compounds

, Volume 7, Issue 7, pp 844–848 | Cite as

Reactions involving the formation and recyclization of heterocycles

IX. Recyclization of 5-aryl-1,3,4-oxadiazole-2-thiones under the influence of hydrazines
  • V. N. Artemov
  • O. P. Shvaika
Article

Abstract

The reaction of 5-aryl-1,3,4-oxadiazole-2-thiones with hydrazine and hydrazides proceeds with recyclization of the oxadiazole ring to a triazole ring. Depending on the nature of the aryl residue, adducts of 5-aryl-1,3,4-oxadiazole-2-thiones with hydrazine can be isolated in a number of cases. 6-Aryl-2-methyldihydro-1,2,4,5-tetrazine-3-thiones are formed with methylhydrazine as a result of recyclization.

Keywords

Organic Chemistry Adduct Hydrazine Triazole Hydrazide 
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.
    O. P. Shvaika and G. P. Klimisha, Dopovidi Akad. Nauk Ukr. RSR, B, 350 (1970).Google Scholar
  2. 2.
    O. P. Shvaika, S. N. Baranov, and V. N. Artemov, Dokl. Akad. Nauk SSSR, 186, 1102 (1969).Google Scholar
  3. 3.
    G. Blankenstein and K. Möckel, Z. Chem., 2, 69 (1962).Google Scholar
  4. 4.
    A. Stempel, J. Zelauskas, and J. A. Aeschlimann, J. Org. Chem., 20, 412 (1955).Google Scholar
  5. 5.
    H. B. König and H. A. Offe, West German Patent No. 953,801 (1956); Chem. Abstr., 53, 4309 (1959).Google Scholar
  6. 6.
    A. Pinner, Ann., 297, 221 (1897).Google Scholar
  7. 7.
    O. P. Shvaika, Dopovidi Akad. Nauk Ukr. RSR, B, 1028 (1968).Google Scholar
  8. 8.
    R. W. Young and K. H. Wood, J. Am. Chem. Soc., 77, 400 (1955).Google Scholar

Copyright information

© Consultants Bureau, a division of Plenum Publishing Corporation 1974

Authors and Affiliations

  • V. N. Artemov
    • 1
  • O. P. Shvaika
    • 1
  1. 1.Donets Physical-Organic Chemistry Branch, Institute of Physical ChemistryAcademy of Sciences of the Ukrainian SSRUSSR

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