A novel series of substituted 1,4-Diazepines were synthesised in good to excellent yield via cyclocondensation of 1-N (substituted phenyl carboxamido) propane-2-one with ethylene Diamine. This method is easy, rapid, user friendly and without use of any catalyst. Synthesised compounds were ecofriendly and completion of reactions was monitored by thin layer chromatography. The structure of these compounds were characterised by FT- IR, 1HNMR, Mass spectroscopic technique and Elemental analysis. All newly synthesised compounds were screened for antimicrobial activities using gram positive and gram negative strains by Disk diffusion method. The main objective to synthesise substituted 1,4-Diazepines is because of its remarkable pharmacological and therapeutic activities