PRODUCTION OF ISOXAZOLE COMPOUND

摘要

PURPOSE:To obtain the titled compound useful as an intermediate for sulfa drugs in one step, by reacting an alpha-chloroxime salt or a mixture of the salt and its free oxime with a metal cyanide in the presence of sodium carbonate and/or sodium hydroxide. CONSTITUTION:The isoxazole compound of formula II (e.g. 5-amino-3,4- dimethylisoxazole) can be produced by reacting (A) an alpha-chloroxime salt of formula I (R<1> and R<2> are alkyl; X is acid residue) (e.g. 3-chloro-2-butanoxime hydrochloride) or a mixture of the salt and its free oxime with (B) a metal cyanide (e.g. sodium cyanide) in the presence of (C) about 1.0-1.3 equivalent of sodium carbonate and/or sodium hydroxide based on 1 equivalent of the acid component of the alpha-chloroxime salt. EFFECT:The reaction proceeds by using only about stoichiometric amount of metal cyanide. There is not generation of hydrogen cyanide and the objective compound can be produced in high yield.