Thionyl Chloride → 4-Chloro-6-methoxy-7-(3-morpholinopropoxy)quinoline hydrochloride

Participants

Reaction Steps

A solution of 6-methoxy-7-(3-morpholinopropoxy)-1,4-dihydroquinolin-4-one (200 mg, 0.63 mmol) in thionyl chloride (10 ml) containing DMF (3 drops) was heated at reflux for 1 hour. After removal of the volatiles by evaporation, the residue was azeotroped with toluene, triturated with ether, collected by filtration, washed with ether and dried under vacuum to give 4-chloro-6-methoxy-7-(3-morpholinopropoxy)quinoline hydrochloride (240 mg, 93%).

Provenance & Evidence