Facile method under green reaction conditions vs conventional method has been developed for the synthesisofSchiff‟sbases. Agreenalternativeapproachwitheffectiveyieldandhighreactionrates was observed in comparison with conventional method. Theconventionalmethods for the synthesis of Schiff‟s bases require long reaction times and use of organic solvents. Anovel and eco-friendly condensation reaction method permitted the „„green synthesis‟‟ of various Schiff‟s basesbystirringo-phenylenediaminewithvarious hetero aromaticaldehydesinwaterassolvent in green route, ethanol as solvent in conventional synthesis. All the compounds synthesized were characterized by physically (Rf values, Melting point, Molecular weight, Molecular formula) and the compounds were characterized for in-silico toxicity studies using SwissADME software. Among the synthesized compounds N1,N2-bis[(thiophen-2-yl)methylene]benzene-1,2-diamine (2c) gives high percentage yield (93.76%) in green route synthesis, N1-[(pyridin-3-yl)methylene]benzene-1,2-diamine (1b) gives high percentage yield (75.24%) in conventional synthesis. In this present study we used SwissADME online software tool which is available free and it is used to evaluate the ADME properties of compounds 1a-1c and 2a-2c. All the compounds were analyzed for in-silico ADME properties and depicted in respected tables and boiled egg models were represented in figures. Further, the values can be used as monographs by researchers and scientists for development of potential semi-synthetic and synthetic drugs development.