An aqueous medium synthesis and tautomerism study of 3(5)-amino-1,2,4-triazoles

A catalyst-free highly efficient synthesis of 3(5)-amino-5(3)-(het)aryl-1,2,4-triazoles in aqueous mediumwas performed using conventional heating and microwave irradiation. The tautomerism in the productswas investigated using NMR spectroscopy and X-ray crystallography. The effects of the substituti...

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Main Authors: Dolzhenko, Anton, Pastorin, G., Dolzhenko, A., Chui, W.
Format: Journal Article
Published: Elsevier Science Limted 2009
Online Access:http://hdl.handle.net/20.500.11937/46409
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author Dolzhenko, Anton
Pastorin, G.
Dolzhenko, A.
Chui, W.
author_facet Dolzhenko, Anton
Pastorin, G.
Dolzhenko, A.
Chui, W.
author_sort Dolzhenko, Anton
building Curtin Institutional Repository
collection Online Access
description A catalyst-free highly efficient synthesis of 3(5)-amino-5(3)-(het)aryl-1,2,4-triazoles in aqueous mediumwas performed using conventional heating and microwave irradiation. The tautomerism in the productswas 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 theestablished relationship were also identified.
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institution Curtin University Malaysia
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publishDate 2009
publisher Elsevier Science Limted
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spelling curtin-20.500.11937-464092019-02-19T04:26:54Z An aqueous medium synthesis and tautomerism study of 3(5)-amino-1,2,4-triazoles Dolzhenko, Anton Pastorin, G. Dolzhenko, A. Chui, W. A catalyst-free highly efficient synthesis of 3(5)-amino-5(3)-(het)aryl-1,2,4-triazoles in aqueous mediumwas performed using conventional heating and microwave irradiation. The tautomerism in the productswas 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 theestablished relationship were also identified. 2009 Journal Article http://hdl.handle.net/20.500.11937/46409 10.1016/j.tetlet.2009.02.172 Elsevier Science Limted fulltext
spellingShingle Dolzhenko, Anton
Pastorin, G.
Dolzhenko, A.
Chui, W.
An aqueous medium synthesis and tautomerism study of 3(5)-amino-1,2,4-triazoles
title An aqueous medium synthesis and tautomerism study of 3(5)-amino-1,2,4-triazoles
title_full An aqueous medium synthesis and tautomerism study of 3(5)-amino-1,2,4-triazoles
title_fullStr An aqueous medium synthesis and tautomerism study of 3(5)-amino-1,2,4-triazoles
title_full_unstemmed An aqueous medium synthesis and tautomerism study of 3(5)-amino-1,2,4-triazoles
title_short An aqueous medium synthesis and tautomerism study of 3(5)-amino-1,2,4-triazoles
title_sort aqueous medium synthesis and tautomerism study of 3(5)-amino-1,2,4-triazoles
url http://hdl.handle.net/20.500.11937/46409