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4,7-Dichloroquinoline was first reported in a patent filed by IG Farben in 1937. [2] However, its synthesis was not investigated in detail until chloroquine was developed as an antimalarial drug. [ 3 ] : 130–132 A route to the intermediate starting from 3-chloroaniline was developed by chemists at Winthrop Chemical Co .
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[1] [4] Chloroquine is a member of the drug class 4-aminoquinoline. [1] As an antimalarial, it works against the asexual form of the malaria parasite in the stage of its life cycle within the red blood cell. [1] How it works in rheumatoid arthritis and lupus erythematosus is unclear. [1] Chloroquine was discovered in 1934 by Hans Andersag.
A 6 electron cyclization reaction with the loss of another ethanol molecule forms a quinoline (ethyl 4-oxo-4,4a-dihydroquinoline-3-carboxylate). The enol form can be represented from the keto form through keto-enol tautomerism. Protonation of the nitrogen forms ethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate. Mechanism for the Gould-Jacobs reaction
Quinclorac is an organic compound with the formula C 9 NH 4 Cl 2 CO 2 H. A colorless solid, it is soluble in hydrocarbons and alcohols. A colorless solid, it is soluble in hydrocarbons and alcohols. The compound is the carboxylic acid of 3,7-dichloro quinoline .