Chemistry of Heterocyclic Compounds

, Volume 41, Issue 9, pp 1139–1146

Acyl and Sulfonyl Derivatives of 3,5-Diamino-1-R-1,2,4-triazoles

  • V. M. Chernyshev
  • V. A. Rakitov
  • V. A. Taranushich
  • V. V. Blinov
Article

DOI: 10.1007/s10593-005-0293-2

Cite this article as:
Chernyshev, V.M., Rakitov, V.A., Taranushich, V.A. et al. Chem Heterocycl Compd (2005) 41: 1139. doi:10.1007/s10593-005-0293-2

Abstract

3-Acylamino-5-amino-1-R-1,2,4-triazoles are formed regioselectively on acylating 3,5-diamino-1-R-1,2,4-triazoles with an equimolar amount of anhydrides, carboxylic acid chlorides, and sulfonyl chlorides. With an excess of anhydride and carboxylic acid chloride 3,5-diacylamino-1-R-1,2,4-triazoles are formed. 3-Acylamino-5-amino-1-R-1,2,4-triazoles do not interact with sulfonyl chlorides. The higher reactivity of the 3-amino group towards acylating agents is determined by electronic and not steric factors.

Keywords

3-acylamino-5-amino-1-R-1,2,4-triazoles5-amino-3-sulfonylamino-1-R-1,2,4-triazolesamino-3,5-diamino-1,2,4-triazole3,5-diacylamino-1,2,4-triazoles1,2,4-triazoleacylationregioselectivitystructure

Copyright information

© Springer Science+Business Media, Inc. 2005

Authors and Affiliations

  • V. M. Chernyshev
    • 1
  • V. A. Rakitov
    • 1
  • V. A. Taranushich
    • 1
  • V. V. Blinov
    • 1
  1. 1.South-Russian State Technical UniversityNovocherkasskRussia