Chlorosuccinimide → HCID 10565174, compound

Participants

Reaction Steps

2.0 g (7.93 mmol) of 5-amino-2-(4-aminophenyl)-4H-1-benzopyran-4-one (EP-A-374789) was dissolved in 50 ml of dioxane, 1.59 g (11.9 mmol) of N-chlorosuccinimide was added and the mixture was stirred under heating at reflux for 5 hours. The reaction solution was extracted with ethyl acetate, and the extract was washed with an aqueous saturated solution of sodium chloride and dried over anhydrous sodium sulfate. The ethyl acetate layer was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (chloroform: acetone=4:1) to give 0.61 g (27%) of crude product. Further recrystallization from chloroform/methanol afforded 266 mg (12%) of Compound 2.

Provenance & Evidence