Reaction #1005966

Reaction equation

3-chloroperoxybenzoic acid

2-(2-ethylsulfanylphenyl)-6-trifluoromethyl-imidazo[1,2-a]pyridine

sodium thiosulfate

→

2-(2-ethylsulfonylphenyl)-6-trifluoromethyl-imidazo[1,2-a]pyridine

Solvents

chloroform

Conditions

Workup

1. 1
   Extractionthe mixture was extracted with chloroform
2. 2
   WashThe organic layer was washed with a saturated aqueous sodium bicarbonate solution
3. 3
   Dryingdried over anhydrous magnesium sulfate
4. 4
   Concentrationconcentrated under reduced pressure

Procedure

552 mg of 3-chloroperoxybenzoic acid (purity of 65% or more) was added to a mixture of 370 mg of 2-(2-ethylsulfanylphenyl)-6-trifluoromethyl-imidazo[1,2-a]pyridine and 5 ml of chloroform under ice cooling, and the mixture was stirred at room temperature for 2 hours. A 10% aqueous sodium thiosulfate solution was poured to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with a saturated aqueous sodium bicarbonate solution and dried over anhydrous magnesium sulfate, then concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 260 mg of 2-(2-ethylsulfonylphenyl)-6-trifluoromethyl-imidazo[1,2-a]pyridine (hereinafter, referred to as Compound of Present Invention 5).

Source