By condensation of benzaldehyde with thiourea in absolute ethanol in the presence of glacial acetic acid as a catalyst, the Schiff base(1-benzylidenethiourea)[I] was synthesized by synthesis of 4-(3-benzylidenethioureido)-4-thioxobut-2-enoic acid compound[II] by reaction of maleic anhydride with schiff base [I] in DMF. When treating compound [II] with ammonium persulfate (NH4)2S2O8 (APS) as an ethanol initiator to obtain polymer [III], compound [III] reacted to polymer [IV] with SOCl2 in benzene. Sulfamethizole, celecoxib, salbutamol, 4-aminoantipyrine to yield polymers [V-VIII], compound [IV] reaction with different drugs. Spectral evidence established the structure of synthesized compounds: FTIR and 1HNMR, UV-Vis Spectroscopy and Elemental Analysis (C.H.N-S). These synthesized derivatives [V-VIII] were tested for their antibacterial activity against Bacillus subtilis (G+) and Escherichia coli (G-) by agar well diffusion process, and the results showed that all polymers had a greater diameter of the growth inhibition region. This may be relative to the presence of sulfamethizole medication, maleimide group and Schiff bases, Polymer[V] demonstrated excellent inhibition against Bacillus subtilisa and E.coli.