Schiff bases and their complexes are playing very important role in medicinal chemistry from ancient period because of their broad range of biological activities such as antibacterial, antifungal, antimalarial and antiviral etc. In this research project several Schiff bases have been synthesized from p-toluidine and derivatives of benzaldehyde to investigate the antibacterial activity. The synthesized Schiff bases have been characterized by IR and 1H-NMR spectral analysis. All the synthesized compounds have been screened for their in vitro antibacterial activity against gram (+) and gram (–) bacterial strains by disc diffusion method. Among the synthesized compounds, the compound 5 showed strong efficacy against E. coli and the others showed moderate activity against bacterial strains.