1962 年 82 巻 4 号 p. 481-486
Reaction of metallic sodium and 2-alkoxyethyl bromide on acetonitrile afforded 2-(2-alkoxyethyl)-3-iminobutyronitrile which was condensed with hydroxylamine hydrochloride to prepare 3-methyl-4-(2-alkoxyethyl)-5-aminoisoxazole. Its reaction with 2-haloacyl halide to form the haloacyl compound and condensation with dimethylamine, diethylamine, and morpholine afforded the corresponding amino derivatives.
Application of p-nitrobenzoyl chloride to 3-methyl-4-(2-alkoxyethyl)-5-aminoisoxazole afforded 3-methyl-4-(2-alkoxyethyl)-5-(4-nitrobenzamido)isoxazole which was submitted to catalytic reduction at ordinary pressure to prepare 3-methyl-4-(2-alkoxyethyl)-5-(4-nitrobenzamido)isoxazole.
Toxicity and analgesic action of these new compounds were examined.