SYNTHESIS AND OXIDATION OF 1,3-DIAMINO- AND 1-AMINO-3-AZIDOINDAZOLES

Authors

  • О. В. Дябло Rostov State University, Rostov-on-Don, 344090
  • А. Ф. Пожарский Rostov State University, Rostov-on-Don, 344090
  • В. В. Кузьменко Rostov State University, Rostov-on-Don, 344090
  • М. А. Колесниченко Rostov State University, Rostov-on-Don, 344090

Keywords:

1-amino-3-azidoindazole, 4-aminobenzo-1,2,3-triazine, 3-amino-2-benzylindazole, 1,3 diaminoindazole, autoxidation

Abstract

The amination of 3-amino- and 3-azidoindazoles by hydroxylamine-O-sulfonic acid in an alkaline medium yields previously unreported 1,3-diamino- and 1-amino-3-azidoindazoles. These products undergo slow autoxidation in chloroform solution to give 4-aminobenzo-1,2,3-triazine. The action of formic or acetic acid on 3-amino-1-benzylideneaminoindazole leads to recyclization and formation of 3‑amino-2-benzylindazole, which is also formed in the catalytic hydrogenation of 1-benzylamino-3-nitro- and 1-benzylideneamino-3-nitroindazoles.

How to Cite
Dyablo, O. V.; Pozharskii, A. F.; Kuz'menko, V. V.; Kolesnichenko, M. A. Chem. Heterocycl. Compd. 2001, 37, 587. [Khim. Geterotsikl. Soedin. 2001, 619.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1011600420626

 

Published

2001-05-25

Issue

Section

Original Papers