INDOLINE DERIVATIVES

摘要

This invention relates to a process for the preparation of a compound of the following formula: A wherein R1 is selected from the group consisting of hydrogen, chloro, bromo, lower alkoxy, nitro, amino, acetamido and dimethylamino; R2 is selected from the group consisting of hydrogen, lower alkoxy and nitro, or R1 and R2 together form a methylenedioxy group; R3 is selected from the group consisting of hydrogen and methyl; Y is selected from the group consisting of hydroxy, chloro, bromo, methanesulfonyloxy and p-toluenesulfonyloxy, which comprises either;- (a) lower alkanoylating or bensoylating a compound of the formula where R1 , R2, R3 and Z are as defined above; or (b) reducing an acid of the formula: or a lower ethyl ester or anhydride thereof, wherein R1, R2, R3 and Y are as defined above, to produce a compound of formula I in which Z is hydroxy; or (c) partially hydrolyzing a compound of the formula: in which "Acyl" represents an acyl group and R1, R2, R3 and Y are as previously defined; when a compound of formula I is required in which R1 is chloro, bromo or nitro, chlorinating, brominating or nitrating a corresponding compound of formula I in which R1 is a hydrogen atom; when a compound of formula I is required in which R2 is nitro nitrating a corresponding compound of formula I in which R2 is a hydrogen atom; when a compound of formula I is required in which R1 is amino reducing a corresponding compound of formula I in which R1 is nitro; and when a compound of formula I is required in which Z is chloro, bromo, methanesulfonyloxy or p-toluenesulfo-nylating a corresponding compound formula I in which Z is hydroxy. The compounds of formula A are useful as intermediates in the preparation of corresponding substituted 3-¢2-(4-phenyl-1-piperazinyl)ethyl!indolines useful as tranquilizing agents.