Thionyl Chloride → HCID 86633738, compound

Participants

Reaction Conditions

Reaction Steps

To a round-bottomed flask containing 3-(2-amino-4-chloro-1H-imidazo[4,5-c]quinolin-1-yl)propan-1-ol (7.17 g, 25.9 mmol) was added 1,2-dichloroethane (210 mL) and the suspension was stirred for 5 minutes. To the stirred suspension was added thionyl chloride (5.6 mL, 77.7 mmol) and the reaction was heated to 50° C. overnight. The reaction was cooled to ambient temperature, filtered, and the residue was washed with 1,2-dichloroethane (100 mL) and diethyl ether (3×100 mL) to afford the product. The product was dried under reduced pressure to afford 4-chloro-1-(3-chloropropyl)-1H-imidazo[4,5-c]quinolin-2-amine (7.92 g) as a light brown solid.

Provenance & Evidence