Synthesis of N’-(2-Methoxybenzylidene)-4-Hydroxy Benzohydrazide and N’-(4-Nitrobenzylidene)-4-Hydroxy Benzohydrazide, in Silico Study and Antibacterial Activity

Abstract

In this study, synthesized N'-(2-methoxybenzylidene)-4-hydroxybenzohydrazide and N'-(4-nitrobenzylidene)-4- hydroxybenzohydrazide in two step reaction by using methylparaben as starting material has been performed. Methylparaben was treated with hydrazine hydrate to obtain 4-hydroxybenzohydrazide. The reaction was carried out by microwave irradiation resulting 91 % yield. The obtained compound was then reacted with 2-methoxbenzaldehyde or 4-nitrobenzaldehyde to accomplish the target molecule, N'-(2-methoxybenzylidene)-4-hydroxybenzohydrazide and N'-(4-nitrobenzylidene)-4-hydroxybenzohydrazide in 55% and 72% yield respectively. Identification of N'-(2-methoxybenzylidene)-4-hydroxy benzo hydrazide and N'-(4-nitrobenzylidene)-4-hydroxybenzohidroksida was performed by FT-IR, MS, 1H-NMR, and 13C-NMR spectroscopy. In silico study was done with receptor pdb 1C14. The N'-(4-nitrobenzylidene)-4-hydroxybenzohydrazide exhibited antimicrobial activity against Escherichia coli (MIC=31.3 ppm), Bacillus subtilis (MIC=500 ppm). Antimicrobial activity of N'-(2-methoxybenzylidene)-4-hydroxybenzohydrazide against Bacillus subtilis (MIC=31.3 ppm) and MIC= 500 ppm against Escherichia coli.