This study examines a number of indole derivatives (C2-C5), were successfully prepared by the condensation reaction of diamine derivatives such as (3, 4-diaminobenzoic acid, benzene- 1, 2-diamine, urea and thiourea) with 2- [1, 1-dimethyl-1, 3-dihydro-2H-benzo[e]indol-2- ylidene] malonaldehyde [C1]. They produced when 1, 1, 2-trimethylbenz[e] indole and POCl3 were combined in the presence of dimethyl forma mide (DMF). Compounds (C2-C3) were prepared by refluxing of compound (C1) with (3, 4-diaminobenzoic acid, benzene-1, 2- diamine), while compounds (C4, C5) were synthesized through the reaction of compound (C1) with urea and thiourea respectively in the presence of hydrochloric acid [HCI] as catalyst, spectroscopic methods such as (FT-IR and nuclear resonance spectroscopy 1H-NMR) were used to confirm the compounds' purity. The agar well diffusion method was used to test new compounds for their, antibacterial activity against E. coli and S. aureus, and the findings were inconsistent.