Please use this identifier to cite or link to this item: https://doi.org/10.1016/j.tetlet.2009.02.172
Title: An aqueous medium synthesis and tautomerism study of 3(5)-amino-1,2,4-triazoles
Authors: Dolzhenko, A.V. 
Pastorin, G. 
Dolzhenko, A.V. 
Chui, W.K. 
Issue Date: 6-May-2009
Citation: Dolzhenko, A.V., Pastorin, G., Dolzhenko, A.V., Chui, W.K. (2009-05-06). An aqueous medium synthesis and tautomerism study of 3(5)-amino-1,2,4-triazoles. Tetrahedron Letters 50 (18) : 2124-2128. ScholarBank@NUS Repository. https://doi.org/10.1016/j.tetlet.2009.02.172
Abstract: A catalyst-free highly efficient synthesis of 3(5)-amino-5(3)-(het)aryl-1,2,4-triazoles in aqueous medium was performed using conventional heating and microwave irradiation. The tautomerism in the products was investigated using NMR spectroscopy and X-ray crystallography. The effects of the substitution, temperature, solvents, and concentration on the tautomerism were studied. The triazoles were found to exist in 1H-forms, the 4H-form was not observed either in solid state or in solution. In general, 5-amino-1,2,4-triazoles were electronically preferred in the tautomeric equilibrium, but some exceptions from the established relationship were also identified. © 2009 Elsevier Ltd. All rights reserved.
Source Title: Tetrahedron Letters
URI: http://scholarbank.nus.edu.sg/handle/10635/105633
ISSN: 00404039
DOI: 10.1016/j.tetlet.2009.02.172
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