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

В. В. Алексеев, И. В. Лагода, С. И. Якимович, М. Б. Егорова

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

Keywords


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

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