Aluminum(III) Chloride → 5-(4-chlorophenyl)-4-(pyridin-4-yl)pyridazin-3(2H)-one

Participants

Reaction Steps

To a solution of 2-benzyl-5-(4-chlorophenyl)-4-(pyridin-4-yl)pyridazin-3(2H)-one (7.0 g, 18.73 mmol) in toluene (50 mL) in a round bottomed flask was added AlCl3 (7.5 g, 56.25 mmol) under a stream of argon. The flask was placed in an oil bath preheated at 80° C. After 2 hours, the reaction mixture was cooled to RT and then poured into crushed ice (200 g). The precipitate formed was collected by filtration, washed with water (2×50 mL) followed by ether (50 mL) and dried in a vacuum oven at 40° C. to give the title compound, 5-(4-chlorophenyl)-4-(pyridin-4-yl)pyridazin-3(2H)-one (5.1 g, 96%) as a white solid. HPLC: 1.37 min; MS, M+H=284.

Provenance & Evidence