Synthesis of some New Derivatives of Triazole using Ortho-Carboxybenzaldehyde as a Synthone

Al-Mala Khder, Maysaa Kairulden Shakir; Noori, Moayed Salim

doi:10.33899/rjs.2022.175388

	Synthesis of some New Derivatives of Triazole using Ortho-Carboxybenzaldehyde as a Synthone
Rafidain Journal of Science
Article 2, Volume 31, Issue 3, 2022, Pages 9-18 PDF (794.79 K)
Document Type: Research Paper
DOI: 10.33899/rjs.2022.175388
Authors
Maysaa Kairulden Shakir Al-Mala Khder^* ¹; moayed Salim noori²
¹Department of Chemistry/ College of Education for Girls/ University of Mosul mosul
²Dept. of Chem., College of Science, Mosul University,Mosul,IRAQ
Abstract
In this work, the 1,2,4-triazole ring was prepared by introducing the starting material ortho-carboxybenzaldehyde (1) in the usual esterification reaction, in ethanol as a solvent and in the presence of concentrated sulfuric acid to give ethyl-2-formylbenzoate (2), then introducing the resulting ester in a condensation reaction with thiosemberazide in the presence of ethanol as a solvent to afforded 2-(2-formylbenzoyl)hydrazine-1-carbothioamide (3), which on cyclisation using a solution of sodium hydroxide to obtain the 1,2,4-triazole compound (4), which on treatment with different primary aromatic amines to obtain Schiff bases (5a-e) the prepared Schiff bases were introduced into a reaction with chloroacetyl chloride in the presence of triethylamine as an auxiliary base for the reaction to prepare the tetracyclic azitidinone compounds (beta-lactams) (6a-e) along with the triazole ring in the same compound. Finally, these prepared compounds were characterized by physical and spectroscopic measurements such as melting point, thin layer chromatography (m.p., TLC) infrared spectroscopic measurements FT-IR, and nuclear magnetic resonance spectra of some compounds¹H-NMR.
Keywords
ortho-carboxybenzaldehyde; Triazole; azetidinone

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