Synthesis and Antioxidant Ability of Some 4-(((4-(5-(Aryl)-1,3,4-oxadiazol-2-yl)benzyl)oxy)methyl)-2,6-dimethoxyphenol

A series of new 4-(((4-(5-(Aryl)-1,3,4-oxadiazol-2-yl) benzyl)oxy)methyl)-2,6-dimethoxy phenol (6a-i) were synthesized from cyclization of 4-(((4-hydroxy-3,5-dimethoxy benzyl)oxy)methyl) benzohydrazide with substituted carboxylic acid in the presences of phosphorusoxy chloride. The resulting compounds were characterized by IR, H-1-NMR, C-13-NMR, and HRMS data. 2,2-Diphenyl-1- picrylhydrazide (DPPH) and ferric reducing antioxidant power (FRAP) assays were used to screen their antioxidant properties. Compounds 6i and 6h exhibited significant antioxidant ability in both assay. Furthermore, type of substituent and their position of the aryl attached 1,3,4-oxadiazole ring at position five are play an important roles in enhancing or declining the antioxidant properties.