Chemistry of Heterocyclic Compounds

, Volume 4, Issue 4, pp 544–545 | Cite as

Investigations in the 1,2,4-triazole series

IX. Synthesis of some substituted 1-phenyl-1, 2, 4-triazoles
  • E. G. Kovalev
  • I. Ya. Postovskii
Article
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Abstract

To select a method for the synthesis of the previously difficulty accessible 5-bromo-1-phenyl-1,2,4-triazole (I) and 1-phenyl-1,2,4-triazoline-5-thione (II), a MO LCAO calculation has been carried out in Huckel's approximation of the energies of the radical, electrophilic, and nucleophilic localization on the various carbon atoms of 1-phenyl-1,2,4-triazole (III). In accordance with this calculation, the required compounds have been obtained in good yields by reactions taking place by a radical mechanism: I by bromination with bromosuccinimide and II by the direct thionation of III. The high reactivity of the bromine atom in position 5 has been noted.

Keywords

Organic Chemistry Carbon Atom Triazole Bromine Good Yield 

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Copyright information

© Consultants Bureau 1971

Authors and Affiliations

  • E. G. Kovalev
    • 1
  • I. Ya. Postovskii
    • 1
  1. 1.Kirov Ural Polytechnical InstituteSverdlovsk

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