Triazines and chalcones are interesting class of heterocyclic compounds with a prominent structural core system present in numerous pharmacologically active compounds. It is proved from the literature that the compounds containing 1,3,5-triazine moiety or chalcone bridge often shows significant biological activity profiles. Based on these observations, it was considered worthwhile to synthesize and characterize some new 1,3,5-triazine-chalcone hybrid molecules in the present investigation. As a part of our research program aimed at search for new hybrid pharmacophores as potential cytotoxic agents, we are interested to have α,β-unsaturated ketone linker to the 1,3,5-triazine basic nucleus to give a series of 1,3,5-triazine-chalcone hybrid molecules. Therefore, in the present study an attempt has been made to synthesize and characterize various analogs of fully unsaturated 2-substituted-4,6 dichloro-1,3,5 triazine based chalcone hybrids.