Effect of para (p) position methoxy group on thesynthesis of Benzohydrazide derivatives from Methylbenzoate starting material

Abstract

The synthesis of N'-benzylidenebenzohydrazide and N'-(4-methoxybenzylidene)benzo hydrazide had performed through condensation reaction. The reaction was performed in two stageswith methylbenzoate as the initial material. The firstphase was obtained benzohydrazide by reacting methylbenzoate and hydrazine hydrate, the second phase was obtainedthe compound of N'-benzylidenebenzohydrazide and N '-(4-methoxyibenzylidene)benzohydrazide by reacting benzohydrazide and benzaldehyde/4-methoxybenzaldehyde. The results were obtained respectively 87% and 92%. Puritytest was done by thin layer chromatography (TLC) and melting point. The melting point of benzohydrazide was 108-111oC. N'-benzylidene benzohydrazide m.p. 104-108oC and N'-(4-methoxybenzylidene)benzohydrazide m.p. 159-161oC.Identifications synthesized were confirmed by UV-VIS, FT-IR and 1H-NMR spectroscopy.