Synthesis, characterization and hypoglycemic activity of s-triazines derived from α-amido/imidoalkylated carboxylic acids

The 2-Chlorobenzoic acid on reaction with arylamido/imidoalcanols in conc. H₂SO₄ yielded 2-chloro-[5-(arylamido/imido-2-yl)-alkyl]-benzoic acid (I) which on heating with semicarbazide hydrochloride in conc. H₂SO₄ followed by neutralization with liquid ammonia afforded 2-[3-(5-amino-1,3,4-oxadiazol-2-yl)-4-chloro-phenyl alkyl]-arylamides/imides (2). Stirring an ethanolic solution of (2) and formalin resulted in 2,2′,2″-(3,3′,3″-(5,5′,5″-(1,3,5-triazinane-1,3,5-tri-yl) tris (1,3,4-oxadiazol-5,2-di-yl) tris (alkylene) tris-arylamides/imides (3). The compounds (3) were evaluated for their antihyperglycemic activity in sucrose loaded rat models.