Synthesis of new derivatives of the 1H-1,2,3-triazole ring using 1-aryl-5-phenyl-1H-1,2,3-triazole-4-carbohydrazides as precursors

Abdel-Wahab, Bakr F., Kariuki, Benson M. ORCID: https://orcid.org/0000-0002-8658-3897, Mohamed, Hanan A., Bekheit, Mohamed S. and El-Hiti, Gamal A. 2023. Synthesis of new derivatives of the 1H-1,2,3-triazole ring using 1-aryl-5-phenyl-1H-1,2,3-triazole-4-carbohydrazides as precursors. ARKIVOC (7) 10.24820/ark.5550190.p012.020

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Abstract

Condensation of 1-(4-nitrophenyl)-5-phenyl-1H-1,2,3-triazole-4-carbohydrazide and phenyl isothiocyanate in ethanol in the presence of a catalytic quantity of triethylamine under reflux gave 5-(1-(4-nitrophenyl)-5-phenyl-1H-1,2,3-triazol-4-yl)-N-phenyl-1,3,4-oxadiazol-2-amine in 84% yield. 2-(2-(5-Phenyl-1H-1,2,3-triazole-4-carbonyl)hydrazineylidene)-N-propanehydrazonoyl chlorides were synthesized, in 87–90% yields, by the condensation of 1-(4-nitrophenyl)-5-phenyl-1H-1,2,3-triazole-4-carbohydrazide and hydrazonoyl chlorides. In a similar manner, condensation of 1H-1,2,3-triazole-4-carbohydrazides and carbonyl compounds in boiling ethanol under acidic conditions gave the corresponding hydrazones in 88–92% yield. The structures of the new heterocycles were confirmed by nuclear magnetic resonance spectral data and X-ray crystallography.

Item Type:	Article
Date Type:	Published Online
Schools:	Chemistry
Publisher:	ARKAT USA
ISSN:	1551-7012
Date of First Compliant Deposit:	9 August 2023
Date of Acceptance:	25 May 2023
Last Modified:	15 Aug 2023 07:29
URI:	https://orca.cardiff.ac.uk/id/eprint/161545

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