Acetone → HCID 10712934, compound

Participants

Reaction Conditions

Reaction Steps

Into a sealed tube were placed 5-bromo-4-chloro-2-hydroxylphenyl 2-pyridyl ketone (30 g), ammonium chloride (30 g), anhydrous calcium sulfate (60 g) and acetone (500 ml) and the mixture was thoroughly mixed. Then, a solution (300 ml) of saturated ammonia in acetone was added with ice-cooling to the resultant mixture. The mixture was stirred at 80° C. for 7 hours. After air-cooling, sodium bicarbonate (60 g) was added and the mixture was stirred for 1 hour. The insoluble substance was filtered off and washed with ethyl acetate. The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography and eluted with hexane/ethyl acetate. The crude crystals thus obtained were washed with cold hexane to obtain 6-bromo-7-chloro-2,2-dimethyl-4-(2-pyridyl)-2H-1,3-benzoxazine (15.2 g) (Compound 88).

Provenance & Evidence