1,2,4-TRIAZINES – PRODUCTS OF REACTION OF THIOCARBOHYDRAZIDE AND ITS ALKYL(ARYL)-SUBSTITUTED DERIVATIVES WITH 1,2-DICARBONYL COMPOUNDS

Authors

  • В. В. Алексеев Russian Military Medical Academy, Saint-Petersburg 194044
  • И. В. Лагода Scientific Research Test Center (Medical and Biological Defence) of the Federal State Research Test Institute of Military Medicine, Defence Ministry of Russian Federation, Saint-Petersburg 195043
  • С. И. Якимович Saint Petersburg State University, Saint Petersburg 198504
  • М. Б. Егорова Russian Military Medical Academy, Saint-Petersburg 194044

DOI:

https://doi.org/10.1007/4918

Keywords:

1, 2-dicarbonyl compounds, thiocarbonohydrazones, 2, 4-triazines, ring-chain tautomerism

Abstract

The reaction of a series of 1,2-dicarbonyl compounds with thiocarbohydrazide and its 1- and 1,4-alkyl-(aryl)-substituted analogs has been studied. Treatment of diacetyl with the polynucleophiles indicated gives monohydrazones and/or 5-methylene-4,5-dihydro-2H-[1,2,4]triazine-3-thiones. Reaction of phenylglyoxal and benzil with thiocarbohydrazide yields 5-hydroxy- or 5-alkoxy-4,5-dihydro-2H-[1,2,4]triazine-3-thiones depending on the nature of the solvent. The products of condensation with 1,1-dimethylthiocarbohydrazide showed a thiocarbonohydrazone – 5-hydroxy-4,5-dihydro-2H-[1,2,4]triazine-3-thione ring-chain type equilibrium.

How to Cite
Alekseyev, V. V.; Lagoda, I. V.; Yakimovich, S. I.; Yegorova, M. B. Chem. Heterocycl. Compd. 2010, 46, 971. [Khim. Geterotsikl. Soedin. 2010, 1202.]

For this article in the English edition see DOI 10.1007/s10593-010-0610-2

Published

2019-01-16

Issue

Section

Original Papers