One-pot, microwave-assisted synthesis of polymethylene-bridged bis(1H-1,2,4triazol-5(3)-amines) and their tautomerism

A highly selective and efficient method for the synthesis of 3,3’(5,5’)-polymethylene-bis(1H1,2,4-triazol-5(3)-amines) was developed using the reaction of dicarboxylic acids and aminoguanidine in an aqueous medium. This one-pot, microwave-promoted method was proved to be scalable affording the des...

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Main Authors: Phei, Felicia Lin Lim, Lee, Ming Hu, Tiekink, Edward R. T. *, Dolzhenko, Anton V
Format: Article
Language:English
Published: Elsevier 2018
Subjects:
Online Access:http://eprints.sunway.edu.my/909/
http://eprints.sunway.edu.my/909/1/Tiekink%20One%20pot%20microwave.pdf
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author Phei, Felicia Lin Lim
Lee, Ming Hu
Tiekink, Edward R. T. *
Dolzhenko, Anton V
author_facet Phei, Felicia Lin Lim
Lee, Ming Hu
Tiekink, Edward R. T. *
Dolzhenko, Anton V
author_sort Phei, Felicia Lin Lim
building SU Institutional Repository
collection Online Access
description A highly selective and efficient method for the synthesis of 3,3’(5,5’)-polymethylene-bis(1H1,2,4-triazol-5(3)-amines) was developed using the reaction of dicarboxylic acids and aminoguanidine in an aqueous medium. This one-pot, microwave-promoted method was proved to be scalable affording the desired products in good yields and purity. The scope of the method was successfully explored by the preparation of a small library of polymethylene-bis(1H-1,2,4-triazol-5(3)-amines) with different alkyl chain linkers. The annular prototropic tautomerism in the prepared compounds was studied using NMR spectroscopy and X-ray crystallography.
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spelling sunway-9092020-10-07T09:21:39Z http://eprints.sunway.edu.my/909/ One-pot, microwave-assisted synthesis of polymethylene-bridged bis(1H-1,2,4triazol-5(3)-amines) and their tautomerism Phei, Felicia Lin Lim Lee, Ming Hu Tiekink, Edward R. T. * Dolzhenko, Anton V QD Chemistry A highly selective and efficient method for the synthesis of 3,3’(5,5’)-polymethylene-bis(1H1,2,4-triazol-5(3)-amines) was developed using the reaction of dicarboxylic acids and aminoguanidine in an aqueous medium. This one-pot, microwave-promoted method was proved to be scalable affording the desired products in good yields and purity. The scope of the method was successfully explored by the preparation of a small library of polymethylene-bis(1H-1,2,4-triazol-5(3)-amines) with different alkyl chain linkers. The annular prototropic tautomerism in the prepared compounds was studied using NMR spectroscopy and X-ray crystallography. Elsevier 2018 Article PeerReviewed text en cc_by_nc_nd_4 http://eprints.sunway.edu.my/909/1/Tiekink%20One%20pot%20microwave.pdf Phei, Felicia Lin Lim and Lee, Ming Hu and Tiekink, Edward R. T. * and Dolzhenko, Anton V (2018) One-pot, microwave-assisted synthesis of polymethylene-bridged bis(1H-1,2,4triazol-5(3)-amines) and their tautomerism. Tetrahedron Letters, 59 (42). pp. 3792-3796. ISSN 0040-4039 http://www.elsevier.com
spellingShingle QD Chemistry
Phei, Felicia Lin Lim
Lee, Ming Hu
Tiekink, Edward R. T. *
Dolzhenko, Anton V
One-pot, microwave-assisted synthesis of polymethylene-bridged bis(1H-1,2,4triazol-5(3)-amines) and their tautomerism
title One-pot, microwave-assisted synthesis of polymethylene-bridged bis(1H-1,2,4triazol-5(3)-amines) and their tautomerism
title_full One-pot, microwave-assisted synthesis of polymethylene-bridged bis(1H-1,2,4triazol-5(3)-amines) and their tautomerism
title_fullStr One-pot, microwave-assisted synthesis of polymethylene-bridged bis(1H-1,2,4triazol-5(3)-amines) and their tautomerism
title_full_unstemmed One-pot, microwave-assisted synthesis of polymethylene-bridged bis(1H-1,2,4triazol-5(3)-amines) and their tautomerism
title_short One-pot, microwave-assisted synthesis of polymethylene-bridged bis(1H-1,2,4triazol-5(3)-amines) and their tautomerism
title_sort one-pot, microwave-assisted synthesis of polymethylene-bridged bis(1h-1,2,4triazol-5(3)-amines) and their tautomerism
topic QD Chemistry
url http://eprints.sunway.edu.my/909/
http://eprints.sunway.edu.my/909/
http://eprints.sunway.edu.my/909/1/Tiekink%20One%20pot%20microwave.pdf