2-[(3-Chloro-2-methyl-phen-yl)amino]-quinoline-3-carb-oxy-lic acid
1School of Chemical Engineering and Pharmacy Wuhan Institute of Technology,Wuhan Hubei 430205 People's Republic of China.
Abstract:
The title compound, C17H13ClN2O2, is an analogue of fenamic acid-type non-steroidal anti-inflammatory drugs. It was prepared from 2-chloro-quinoline-3-carb-oxy-lic acid and 3-chloro-2-methyl-aniline via palladium-catalysed Buchwald-Hartwig cross-coupling to afford the methyl ester inter-mediate, followed by alkaline hydrolysis. The mol-ecule adopts a nearly planar conformation with a dihedral angle of 7.17 (5)° between the quinoline ring system and the substituted phenyl ring. Adjacent mol-ecules form centrosymmetric carb-oxy-lic acid dimers via pairwise O-H⋯O hydrogen bonds.
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