Hydrogen Peroxide → HCID 86708222, compound

HRID 533640Notes

Reaction equation

HRID 533640 reaction equation
[CH2:1]([S:3]([C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:7]=1[C:16]1[N:30]([CH3:31])[C:19]2=[N:20][CH:21]=[C:22]([S:24]([C:26]([F:29])([F:28])[F:27])=[O:25])[CH:23]=[C:18]2[N:17]=1)(=[O:5])=[O:4])[CH3:2].[OH:32]O.C(#N)C>O.O.[O-][W]([O-])(=O)=O.[Na+].[Na+].O>[CH2:1]([S:3]([C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:7]=1[C:16]1[N:30]([CH3:31])[C:19]2=[N:20][CH:21]=[C:22]([S:24]([C:26]([F:29])([F:27])[F:28])(=[O:32])=[O:25])[CH:23]=[C:18]2[N:17]=1)(=[O:5])=[O:4])[CH3:2]

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 6342AcetonitrileHCID 86708223HCID 86708223, compound

Product 1

HCID 86708222HCID 86708222, compound

Reagents, catalysts & solvents 2

HCID 150191Sodium Tungstate DihydrateCatalystHCID 962WaterSolvent

Procedure

A mixture of 2-(2-ethylsulfonyl-4-trifluoromethylphenyl)-3-methyl-6-trifluoromethylsulfinyl-3H-imidazo[4,5-b]pyridine (0.26 g), sodium tungstate dihydrate (36 mg), 30% of aqueous hydrogen peroxide solution (1 ml) and acetonitrile (5 ml) was stirred under reflux for 4.5 hours. The mixture was cooled to room temperature. Into the reaction mixture, water was poured, and extracted with ethyl acetate. The combined organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 0.24 g of 2-(2-ethylsulfonyl-4-trifluoromethylphenyl)-3-methyl-6-trifluoromethylsulfonyl-3H-imidazo[4,5-b]pyridine (hereinafter, Present Compound 302).

Workup

  1. temperatureunder reflux for 4.5 hours
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic layer was dried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-085785962c3c487d86dc27fd1b39457f
Source dataset
uspto-grants-2014_10
Patent number
US08853238B2

Reaction notes

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