Dimethylformamide → HCID 178522869, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 0.365 g of 6-chloro-4-hydroxy-3-quinolinecarboxylic acid (J. Amer. Chem. Soc., 68, 1264 (1946)) and 5 mL of dimethylformamide is added 0.29 g of carbonyldiimidazole. The mixture is stirred 18 h at 60° C. and then it is cooled to 25° C. To the resulting solution is added 0.22 mL of 4-chlorobenzylamine. After stirring for 18 hours the mixture is diluted with 10 mL of distilled water. After 30 minutes the precipitate is collected by filtration and it is washed with two successive mL portions of water. It is then washed with 5 mL of diethyl ether. It is dried for 48 h at 85° C. and 20 torr. This procedure yields the title compound as 251 mg of an off-white solid.

Provenance & Evidence