This work presents the synthesis and characterization of 5-bromo-2-hydroxy-3- methoxybenzaldehyde and a new Schiff base obtained by condensation of this aldehyde and 4-methoxyaniline. The structures of both the aldehyde and the synthesized Schiff base were confirmed by 1H and 13C NMR spectral analyses. The biological activity of the Schiff base was evaluated against Escherichia coli, Staphylococcus aureus, and Pseudomonas aeruginosa strains. Comparative antibacterial studies with ampicillin as a standard showed that the synthesized compound exhibits pronounced inhibitory activity against Escherichia coli and moderate activity against Pseudomonas aeruginosa and Staphylococcus aureus. This, in turn, indicates promising potential for further pharmaceutical research.