Preparation of 2-trifluoromethyl cinchoninic acids

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D21550

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042516617

ABSTRACT:
2-Trifluoromethyl cinchoninic acids can be prepared by reaction of an alkali metal 2-aminophenylglyoxylate and 1,1,1-trifluoroacetone in a neutral or acid medium. 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:
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patent: 1197462 (1910-09-01), 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.
Pinder et al; J. Med. Chem. vol. 11, pp. 267-269 (1968).

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