1,1'-Carbonyldiimidazole → HCID 178523947, compound

Participants

Reaction Steps

To a solution of 1.0 g of 6,7,8-trifluoro-4-hydroxy-3-quinolinecarboxylic acid (J. Amer. Chem. Soc., 68, 1264 (1946)). (The sample used in this procedure was shown by Karl Fisher titration to be a hydrate containing 0.4 equivalents of water.) in 15 mL of a 99:1 (v/v) mixture of dimethylformamide and triethylamine is added 1.01 g of carbonyldiimidazole. The mixture is stirred for 3 days and then it is transferred to a volumetric flask and diluted with dimethylformamide to a total volume of 25 mL. To 1.22 mL of this solution is added 39 mg of 4-chlorophenyl-hydrazine hydrochloride. The mixture is stirred 18 h at 25° C. and then 15 mL of distilled water is added. The precipitate is collected by filtration and dried in a stream of air. This procedure gives the title compound as 45 mg of a solid.

Provenance & Evidence