4.4 Article

One-pot synthesis of 1,3,4-thiadiazoles using Vilsmeier reagent as a versatile cyclodehydration agent

Journal

TETRAHEDRON
Volume 73, Issue 14, Pages 1867-1872

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2017.02.042

Keywords

1,3,4-Thiadiazoles; Diacylhydrazine; Vilsmeier reagent; Lawesson's reagent; Acylhydrazine

Funding

  1. University of Hormozgan Research Council

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A simple and efficient synthetic method for the one-pot synthesis of 1,3,4-thiadiazoles utilizing Vilsmeier reagent was developed. In this method carboxylic acids and hydrazine were converted to 1,3,4-thiadiazoles in the presence of Vilsmeier reagent and Lawesson's reagent. The influence of the thionation reagent, solvent, temperature and time, in this reaction was discussed. The developed methodology for 1,3,4-thiadiazole synthesis has the advantage of simplicity, ambient reaction conditions, easy purification and good to excellent yield of products. (C) 2017 Elsevier Ltd. All rights reserved.

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