Sulfuric Acid → HCID 12972727, compound

Participants

Reaction Steps

To a mixture of the 2-hydrazino-5-(methylsulfonyl)pyridine (106 mg, 4.05 mmol) and 4,4,4-trifluoro-1-(2,4-dichlorophenyl)-1,3-butanedione (105 mg, 3.68 mmol) in dry trifluoroethanol (6 ml) was added a catalytic amount of concentrated sulfuric acid (about 0.25 ml) and the mixture was refluxed overnight. The reaction mixture was cooled to room temperature, concentrated, and diluted with water (25 ml) and neutralized with saturated NaHCO3 to pH about 7 and then extracted with EtOAc (50ml×3). The organic layer was washed with brine (100 ml), dried (MgSO4) and concentrated to give the crude solid. The solid was purified by flash chromatography eluting with ethyl acetate/hexane (1/4) to give the desired product as a white solid (134 mg, 83% yield).

Provenance & Evidence