Preparation of 2-trifluoromethyl cinchoninic acids

Details Preparation of 2-trifluoromethyl cinchoninic acids Preparation of 2-trifluoromethyl cinchoninic acids

1979-09-26

1981-05-12

Lee, Mary C.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

562442, 562451, C07D21550

Patent

active

042673330

ABSTRACT:
2-Trifluoromethyl cinchoninic acids can be prepared in high yields by reaction of an alkali metal 2-aminophenylglyoxylate and 1,1,1-trifluoroacetone in the presence of a weak acid and a metal salt of a weak acid. Preferably reaction is effected by first hydrolyzing isatin, or a substituted isatin, in the presence of an alkali metal hydroxide to produce the alkali metal 2-aminophenylglyoxylate, and then reacting this intermediate product with 1,1,1-trifluoroacetone without isolating it from the reaction medium.

REFERENCES:
patent: 1181485 (1916-05-01), Schwabe
patent: 1197462 (1916-09-01), Dohrn
patent: 1816003 (1931-07-01), Busch
patent: 2220086 (1940-11-01), Dohrn et al.
patent: 2579420 (1951-12-01), Coles
patent: 3574840 (1971-04-01), Riviere et al.
patent: 4009020 (1977-02-01), Starke et al.
Dey et al.; Jour. of Het. Chem.; vol. 2; pp. 113-119, (1965).
Pinder et al.; J. Med. Chem., vol. 11, pp. 267-269, (1968).

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