Benzene → HCID 19090524, compound

Participants

Reaction Steps

To a mixture of 6-chloro-4-phenylisocoumarin-3-carboxylic acid (1.50 g), diphenyl phosphoryl azide (DPPA) (1.43 ml) and benzene (50 ml) was added dropwise triethylamine (0.71 ml) while stirring at room temperature. This mixture was stirred for one hour at room temperature and for 30 minutes under reflux, then there was added 2,4-difluoroaniline (0.80 ml), followed by refluxing for 2 hours. The reaction mixture was cooled, and then washed with water, diluted hdyrochloric acid, an aqueous solution of sodium hydrogencarbonate and water, successively, then dried (Na2SO4), followed by distilling off the solvent. The residue was subjected to a silica gel column chromatography (hexane-acetone=4:1) to afford the above-titled compound as colorless crystals (0.90 g).

Provenance & Evidence