PRODUCTION OF 2,2-DISUBSTITUTED MALONIC ACID MONOAMIDE DERIVATIVE AND INTERMEDIATE

摘要

PURPOSE:To obtain the subject compound which is a synthetic intermediate for optically active medicines or other compounds in high selectivity by reacting an oxazine derivative used as a raw material with a halogen compound and then hydrolyzing the resultant di-substituted oxazine derivative that is an intermediate. CONSTITUTION:An oxazine derivative expressed by formula I [R1 is lower alkyl or aralkyl; either of X and Y is O and the other is group expressed by formula II (R3 is phenyl which may be substituted)] is used as a starting raw material and reacted with a halogen compound expressed by formula III (R2 is aralkyl when R1 is lower alkyl group and lower alkyl when R1 is aralkyl group; Z is halogen) in a solvent, such as benzene, while being cooled or at an ambient temperature. The resultant di-substituted oxazine derivative expressed by formula IV which is an intermediate is subsequently hydrolyzed, preferably hydrolyzed with an alkali to afford a compound expressed by formula V. Furthermore, the compound expressed by formula I which is the starting raw material is a new compound and synthesized as shown in reaction formulas.