Synthesis of N-Substituted Derivatives of 3-(1,4-Benzodioxan-2-yl)-4-phenyl-1,2,4-triazole-5(4H)-thiones

Autor: Henry A. Panosyan, A. A. Aghekyan, A. S. Avagyan, A. B. Sargsyan, S. O. Vardanyan
Rok vydání: 2021
Předmět:
Zdroj: Russian Journal of Organic Chemistry. 57:1068-1072
ISSN: 1608-3393
1070-4280
DOI: 10.1134/s107042802107006x
Popis: The addition of 5-(1,4-benzodioxan-2-yl)-4-phenyl-4H-1,2,4-triazole-3-thiol to the C=C double bond of acrylonitrile, acrylamide, and ethyl acrylate afforded 3-[3-(1,4-benzodioxan-2-yl)-4-phenyl-5-sulfanylidene-4,5-dihydro-1H-1,2,4-triazol-1-yl]propanoic acid nitrile, amide, and ethyl ester. The latter was converted to the corresponding hydrazide which reacted with substituted benzoyl chlorides to give unsymmetrical diacylhydrazines, and their cyclization by the action of phosphoryl chloride in toluene afforded tricyclic products containing 1,4-benzodioxane, 1,2,4-triazole, and 1,3,4-oxadiazole heterocycles.
Databáze: OpenAIRE
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