Synthesis and characterization of 1,3,4-Oxadiazoles Derivatives from 4-Phenyl-Semicarbazide

Abstract

In this work, a series of novel 1-(2-(4-xphenyl)-5-(phenylamino)-1,3,4- oxadiazole-3(2H)-yl) ethanone (X=H,OH,Cl,NO2,N(CH3) (4a-e) were prepared from the condensation of Schiff base (3a-e) with acetic acid. The azomethines were prepared from the corresponding 4-phenyl semi carbazide(1) with aryl aldehydes (2a-e). This convenient method benefits from its broad applicability, ease and safety reagent handing, simple product isolation. All the reaction was routinely monitored and purity was determined, on thin layer chromatography using coated aluminum plates and spots were visualized by exposing the dry plates in iodine vapours. The structure elucidation of synthesized compound is based on the 1HNMR, FTIR, U.V spectral data, mass spectroscopy , melting points and computational methods . Our results indicate that the energy differences between the lowest unoccupied molecular orbit and the highest occupied molecular orbit are predominantly affected by the terminal groups of the Oxadiazoles compounds.