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

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

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Abstract

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.

Item Type: Article
Uncontrolled Keywords: Triazole; dicarboxylic acid; microwave-assisted synthesis; one-pot synthesis; tautomerism
Subjects: Q Science > QD Chemistry
Divisions: Sunway University > School of Engineering and Technology [formerly School of Science and Technology until 2020] > Research Centre for Crystalline Materials moved to SMLS wef 2021
Depositing User: Dr Janaki Sinnasamy
Related URLs:
Date Deposited: 28 Sep 2018 03:04
Last Modified: 07 Oct 2020 09:21
URI: http://eprints.sunway.edu.my/id/eprint/909

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