(3- AND 4-(2-ALKYLIDENEALKANOYL)PHENOXY)-FLUOROACETIC ACIDS

摘要

Novel compounds of the general formula where R is alkyl, trifluoromethyl-substituted C 1-5 alkyl, cycloalkvl, aryl or aralkyl R2 is H or C 1-5 alkyl each X represents H, halogen, or C 1-5 alkyl and, when substituted on adjacent carbon atoms of the benzene nucleus, two X radicals together represent a C 3-4 hydrocarbylene chain, and n is 1 or 2, are obtained by treating an appropriate 2-alkylidene-31 or 41- hydroxyalkanophenone with an appropriate halo-substituted fluoracetic acid ester in the presence of a base, followed by hydrolysis of the [(2 - alkylidenealkanoyl)phenoxy] fluoroacetate to form the acid. The acid can be converted to the corresponding salt by treatment with a suitable base. The amide derivative may be made by treating the 2-alkylidene-31 (or 41) hydroxyalkanophenone with a chloro, bromo or iodo-substituted fluoroacetamide or N- substituted fluoroacetamide. Phermaceutical compositions, useful as diuretic and saluretic agents, comprise an above novel compound together with an inert nontoxic diluent, carrier or coating in the form of a capsule, tablet, elixir or injectable solution.