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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 3
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Original Articles

Synthesis of 2-Azido-1,3-thiazoles as 1,2,3-Triazole Precursors

, , , &
Pages 391-399 | Received 13 Feb 2009, Published online: 06 Jan 2010
 

Abstract

By diazotization of 2-aminothiazoles and reaction with sodium azide, the derivatives of 2-azidothiazole were synthesized. Conditions of diazotization were selected according to the nature of a substituent in thiazoles. 2-Azidothiazole derivatives were studied in the base-catalysed condensation reactions with activated methylenic compounds to yield new 1-(1,3-thiazol-2-yl)-1H-1,2,3-triazole-4-carboxylic acids.

Notes

a Isolated yields are based on single experiment and the yields were not optimized.

b No reaction.

c Mixture of H3PO4 (80%) and concentrated HNO3 (2.2:1 by volume).

a All melting points are given for crude products without purification and are uncorrected.

b IR spectra were recorded in CCl4 solution.

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