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Letters in Organic Chemistry

Author(s): Shobha S, Kemparajegowda, Swamy Savvemala Girimanchanaika, Hassan A. Swarup and Kempegowda Mantelingu*

DOI: 10.2174/1570178620666230602085830

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Novel Approach for the Synthesis of 2, 5-disubstituted 1, 3, 4-thiadiazoles from Benzothiohydrazides and Ethylbenzimidate

Page: [1070 - 1076] Pages: 7

  • * (Excluding Mailing and Handling)

Abstract

In the current study, a simple and reliable technique for the synthesis of 2,5-disubstituted 1,3,4-thiadiazoles from ethylbenzimidate and benzothiohydrazides were devised. This protocol goes via a base-mediated nucleophilic addition elimination process, followed by intramolecular rearrangement. Our method utilizes commonly accessible and non-toxic substrates and a simple workup procedure to produce high to exceptional yields (70-91%) of 2,5-diphenyl 1,3,4-thiadiazoles derivatives with a wide range of substitutions. We present a simple procedure for the synthesis of 1, 3, 4- thiadiazole using ethylbenzimidate and benzothiohydrazides in the presence of Et3N in DMSO solvent as affordable and easily accessible starting materials to create derivatives under ambient conditions.

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