Synthesis of Hexahydro-Sym-Triazines Using PEG-400 as Superior Solvent

Background: 1,3,5-Hexahydrotriazine derivatives show broad spectrum of biological activities such as anticancer, antitumor. Some of their derivatives are used as carcenolytics, herbicides and show antidote and growth stimulating activities. Very few methodologies are reported for the synthesis of symtriazines. Synthesis of trimer of hexahydrotriazines is pH sensitive reaction and instead of using any acidic and basic conditions, we tried to synthesize this trimer under neutral conditions. Methods: Synthesis of 1,3,5-hexahydro symtriazine derivatives has been achieved by treating parasubstituted aniline with solution of paraformaldehyde using PEG-400 as neutral medium using grindstone method. Results: Symtriazine derivatives were synthesized in good to excellent yields (95-70%) within a short time of 5-7 minutes by grindstone technique using PEG-400 as neutral solvent medium. All the synthesized compounds were characterized by 1HNMR, 13CNMR, Mass and Melting point. Conclusion: This is the first report for the synthesis of 1,3,5-hexahydro-sym-triazine trimer starting from aniline/substituted aniline and paraformaldehyde in the presence of reusable and environmental friendly solvent media PEG-400 by grindstone technique.