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A mixture of 2,6-dichloroquinoline (1.1 g; prepared according to the method of O Fischer, Chem. Ber., 35, 3683 (1902), 4-(N-methylamino)phenol sulfate (1.5 g), ethanol (5 ml) and water (20 ml) was heated under reflux for a period of 24 hours. Water (50 ml) was added to the mixture and the aqueous mixture was extracted with chloroform (2×100 ml). The chloroform extracts were dried (anhydrous MgSO4) and the solvent was evaporated to give 4-[N-(6-chloro-2-quinolinyl)-N-methylamino]phenol (1.1 g) as a dark oil. Proton magnetic resonance spectrum (CDCl3 ; δ in ppm): 8.0-6.6 and 7.2 (10H, m and d of d, quinoline, hydroxy and phenyl protons); 3.6 (3H, s, N--CH3).

1. customprepared
2. temperatureunder reflux for a period of 24 hours
3. extractionthe aqueous mixture was extracted with chloroform (2×100 ml)
4. dry with materialThe chloroform extracts were dried (anhydrous MgSO4)
5. customthe solvent was evaporated