Keywords : Phthalic anhydride
Synthesis , Characterization and antibacterial activity of Several New Schiff Bases Linked to Phthalimide Moiety
karbala journal of pharmaceutical sciences,
Volume 2, Issue 2, Pages 124-133
Some novel Schiff bases linked to phthalimide moiety have been synthesized via multistep synthesis. The first step involved reaction of phthalic anhydride with aniline producing N-phenyl phthalamic acid which was subsequently dehydrated to the corresponding N-phenyl phthalimide via treatment with acetic anhydride and anhydrous sodium acetate. The synthesized imide was treated with chlorosulfonic acid in the third step producing 4-(N-phthalimidyl)phenyl sulfonyl chloride which on amination with hydrazine hydrate in the fourth step afforded 4-(N-phthalimidyl)phenyl sulfonyl hydrazine and this in turn when introduced in condensation reaction with various aromatic aldehydes and ketones afforded the desirable new Schiff bases.
Structures of the prepared compounds were elucidated on the basis of FTIR, 1HNMR and 13CNMR spectral data which agreed with the proposed structures.
The synthesized compounds were screened for their antibacterial activity against two microorganisms Staphylococcus aureus and Escherichia Coli and they were found to exhibit good to moderate antibacterial activity.