SYNTHESIS OF NEW HETEROAROMATIC SYSTEMS: NAPHTH[2,1-<i>e</i>]IMIDAZO[5,1-<i>c</i>]-1,2,4-TRIAZINES AND BENZ[<i>e</i>]IMIDAZO-[5,1-<i>c</i>]-1,2,4-TRIAZINES

Authors

  • M. А. Безматерных Ural State Technical University, Ekaterinburg
  • B. C. Мокрушин Ural State Technical University, Ekaterinburg
  • E. B. Садчикова Ural State Technical University, Ekaterinburg

DOI:

https://doi.org/10.1007/186

Keywords:

azo coupling, cyclization, p-toluenesulfonic acid, diazoimidazole, naphthimidazotriazine, benzimidazotriazine, imidazotriazine, phenols

Abstract

Cyclization of azo compounds, synthesized from 5-diazoimidazoles and 2-naphthol or p-substituted phenols, into naphth[2,1-e]imidazo[5,1-c]-1,2,4-triazines and benz[e]imidazo[5,1-c]-1,2,4-triazines occurs only in the presence of p-toluenesulfonic acid. Imidazo[4,5-d]-1,2,3-triazines are also formed in this reaction when an amide substituent is present in the imidazole ring.

Auhors: M. A. Bezmaternykh, V. S. Mokrushin, and E. V. Sadchikova.

English Translation in Chemistry of Heterocyclic Compounds, 2000, 36 (4), pp 465-471

http://link.springer.com/article/10.1007/BF02269547

Published

2013-01-22

Issue

Section

Original Papers