Chemical oxidation of an anticonvulsant N-(5'-methylisoxazol-3-yl) 2,6- dimethylbenzamide (D2916)

Article abstract of DOI:10.1016/S0014-827X(98)00057-3

The new anticonvulsant N-(5'-methylisoxazol-3-yl)-2,6-dimethylbeazamide (D2916), which presents two kinds of methyl groups which could be oxidized, was submitted to various chemical oxidizing agents. Several sites and degrees of oxidation were observed. The main oxidized site was the arylmethyl group without cleavage of the isoxazole ring, leading via carboxylic acid and primary alcohol intermediates to phthalimide and lactame derivatives. In no case was the methyl group of the isoxazole moiety hydroxylated.