An Unexpected Synthesis of 2,3-Bis(methylthio)-1,4-di(het)arylbut-2-ene-1,4-diones and their cyclocondensation with Hydrazine for the Synthesis of 4,5-Bis(methylthio)-3,6-di(het)arylpyridazines

Prapullachandra, S. L. and Honnabandar, K. V. and Kavitha, C. V. and Swaroop,, T. R. and Mantelingu, K. (2025) An Unexpected Synthesis of 2,3-Bis(methylthio)-1,4-di(het)arylbut-2-ene-1,4-diones and their cyclocondensation with Hydrazine for the Synthesis of 4,5-Bis(methylthio)-3,6-di(het)arylpyridazines. Synthesis, 57 (10). pp. 1755-1761. ISSN 0039-7881

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Official URL: http://10.1055/a-2538-6958

Abstract

An unexpected formation of novel 2,3-bis(methylthio)-1,4di(het)arylbut-2-ene-1,4-diones is reported, when methyl ketones are reacted with alpha-oxodithioesters in the presence of sodium hydride in DMF followed by treatment with methyl iodide. A potential application of these key intermediates for the synthesis of unreported 4,5bis(methylthio)-3,6-di(het)arylpyridazines is explored by reacting them with hydrazine in the presence of potassium hydroxide in isopropyl alcohol. Possible mechanisms for the formation of 2,3-bis(methylthio)1,4-di(het)arylbut-2-ene-1,4-diones and 4,5-bis(methylthio)-3,6-di(het)arylpyridazines are proposed.

Item Type: Article
Uncontrolled Keywords: Hydrazine, pyridazine, 2,3-bis(methylthio)-1,4-di(het)arylbut-2-ene-1,4-diones, cyclocondensation,
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: Ms Varalakshmi
Date Deposited: 03 Nov 2025 10:30
Last Modified: 03 Nov 2025 10:30
URI: http://eprints.uni-mysore.ac.in/id/eprint/17899

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