A series of mono and bis 2-2-(arylidineaminophenyl)indole azomethines have been synthesized by a condensation reaction of 2-(2-amino phenyl) indole with various mono and diketones R-CO-$R^1$ /R-CO-X-CO-$R^1$ (1:1/2:1 ratio) in ethanol media. The synthesized azomethines were characterized via IR, $^1H$-NMR, $^{13}C$-NMR, MS and elemental analysis. The antimicrobial activity of these compounds against different bacteria and fungi was also evaluated.