An innovative protocol to the synthesis of this material emerged on exploring the potential of the various form of N-aminophthalimides on its reaction with a number of aromatic aldehydes. New series of biologically active substituted Schiff bases with general formula, R1N=CHR2 where R1 = 3-nitro-N-aminophthalimide, 3-bromo-N-aminophthalimide, 4-nitro-N-aminophthalimide, 4-bromo-N-aminophthalimide, R2 =2, 6-dichlorobenzaldehyde, o-anisaldehyde and o-vanillin were synthesized by the reaction of substituted N-aminophthalimides and substituted aldehydes in ethanol. Moreover N-aminophthalimides (50-70% yield) were synthesized by reactions of corresponding phthalimides and hydrazine hydrate. Such compounds were characterized by different physico-chemical techniques like, melting point, elemental analysis, multinuclear NMR (1H, 13C).The synthesized compounds were screened for antibacterial and antifungal activities. The explorations of the biological properties of the compounds are mentioned in this paper.