A Comparative Study of some New Heterocyclic Compounds Containing the 1,2,4-Triazole Moiety
Abstract
The present study reports the synthesis of a range of compounds including oxazepines (5a-e), benzoxazepines (6a-e), imidazolidines (7a-e) and (8a-e), and tetrazoles (9a-e) containing 1,2, -4-triazole. These compounds were synthesized from benzilic acid hydrazide (1) using both traditional and green approaches, with the latter utilizing ultrasound technology to increase the yield and speed up reaction times. Thus, the bezilic acid hydrazide was first converted to potassium2-(2-hydroxy-2,2-diphenylacetyl) hydrazine-1carbodithioate) (2) followed by treatment with hydrazine hydrate to produce (4-amino -5- mercapto- 4H-1,2,4-triazole-3-yl) diphenyl methanol (3). Compound (3) was then reacted with various substituted benzaldehydes to produce Schiff base compounds (4a-e). The cyclization of compound (4a-e) with many reagents provides the product with oxazepines, benzoxazepines, imidazolidineand tetrazoles compounds. The results proved that the use of ultrasound technology proved to be a more efficient method compared to traditional approaches, as it resulted in shorter reaction times and high-quality products. The purity of all synthesized compounds was determined using thin-layer chromatography (TLC), and the structures were confirmed through physical and spectral analysis including FT-IR and 1H NMR.