Utility of 4-Benzylidene-2-phenyl-5(4H)-oxazolone in Synthesis of Triazine, Oxadiazole and Imidazole Derivatives of Anticipated Biological Activity

Abstract

Treatment of oxazolone 1 with hydrazine hydrate at room temperature gave the (Z)-configurated isomer hydrazide (Z)-3 (high yield). However, refluxing 1 with hydrazine hydrate yielded the (E)-configurated isomer hydrazide (E)-2 (low yield).The hydrazide derivative (Z)-3 has been utilized as synthon for the synthesis of 1,2,4-triazinone, imidazolone, and oxadiazole derivatives through appropriate routes. The thiosemicarbazide and semicarbazide derivatives are synthesized by different routes. The structures of the new compounds were established on the basis of IR, ¹H-NMR, mass spectral data, and elemental analysis.