Russian Journal of Organic Chemistry

, Volume 51, Issue 10, pp 1474–1480 | Cite as

4-substituted 2-chloromethyl[1,2,4]triazolo[1,5-a]benzimidazoles and their transformations

  • T. A. Kuz’menko
  • L. N. Divaeva
  • A. S. Morkovnik
Article
  • 49 Downloads

Abstract

2,4-Dimethyl[1,2,4]triazolo[1,5-a]benzimidazole reacted with bromine to give 7-bromo derivative through the corresponding stable perbromide. Cyclization of quaternary 1,2-diamino-3-R-benzimidazolium salts with chloroacetyl chloride in boiling xylene afforded 2-chloromethyl-4-R-[1,2,4]triazolo[1,5-a]benzimidazoles [R = Me, ArOCH2CH2, ArC(O)CH2] which readily underwent exchange reactions with nitrogen-, oxygen-, and sulfur-centered nucleophiles and Wittig reaction with formation of 2-vinyl derivatives.

Keywords

Benzimidazole Colorless Crystal Ethanone Phosphonium Salt Chloroacetyl Chloride 

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Copyright information

© Pleiades Publishing, Ltd. 2015

Authors and Affiliations

  • T. A. Kuz’menko
    • 1
  • L. N. Divaeva
    • 1
  • A. S. Morkovnik
    • 1
  1. 1.Research Institute of Physical and Organic ChemistrySouthern Federal UniversityRostov-on-DonRussia

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