Dimethyl Sulfoxide → HCID 59398262, compound

Participants

Reaction Steps

To 2 mL of a chloroform solution containing 54 mg of oxalyl chloride, 64 mg of dimethyl sulfoxide was added dropwise at −60° C., and the mixture was stirred for 15 minutes. Thereto was added dropwise 2 mL of a chloroform solution containing 85 mg of 1-(2-hydroxyethyl)-4,7-dichloroquinolin-2(1H)-one at the same temperature, and the reaction mixture was stirred for 15 minutes. Thereto was added 133 mg of triethylamine at the same temperature, then the mixture was stirred at room temperature for 45 minutes, and water was added thereto. The organic layer was separated, washed with an aqueous saturated sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by silica gel column chromatography [silica gel; Silica gel 60N manufactured by Kanto Chemical Co., Inc., eluent; chloroform:methanol=10:1] to obtain 69 mg of a brown oily substance, (4,7-dichloro-2-oxoquinolin-1(2H)-yl)acetaldehyde.

Provenance & Evidence