Synthesis of Novel Derivatives of 1,2,4‐Triazoles

• Published in: ChemistrySelect (Weinheim) 2018-09, Vol.3 (35), p.9981-9985
• Main Authors: Galstyan, Armen S., Ghochikyan, Tariel V., Frangyan, Vardges R., Tamazyan, Rafael A., Ayvazyan, Armen G.
• Format: Article
• Language: English
• Subjects: 1,2,4-triazole; 1,3,4-oxadiazole; hydrazinolysis; oxygen-trapping agent; β-alanine
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.201802243

A method for the preparation of methyl esters of β‐1,2,4‐triazole‐substituted alanines by condensation of methyl acrylate with 3,4‐disubstituted‐5‐mercapto‐1,2,4‐triazoles has been developed. The optimal conditions for the process of hydrazinolysis of N‐allyl derivatives of the obtained products were established. It is shown that to prevent the reduction of the allyl group, it is reasonable to carry out the process of hydrazinolysis in the presence of sodium sulfite. Based on hydrazides of β‐1,2,4‐triazole‐substituted alanines, biheterocyclic compounds of a new structure – 1,2,4‐triazole‐ and 1,3,4‐oxadiazole‐1,2,4‐triazoles were synthesized. The optimal conditions for the process of hydrazinolysis of N‐allyl derivatives of the obtained products were established. It is shown that to prevent the reduction of the allyl group, it is reasonable to carry out the process of hydrazinolysis in the presence of sodium sulfite. Based on hydrazides of β‐1,2,4‐triazole‐substituted alanines, biheterocyclic compounds of a new structure – 1,2,4‐triazole‐ and 1,3,4‐oxadiazole‐1,2,4‐triazoles were synthesized.