Sodium Thiosulfate → HCID 86708220, compound

HRID 533639Notes

Reaction equation

HRID 533639 reaction equation
C(S[C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[C:14]1[N:27]([CH3:28])[C:17]2=[N:18][CH:19]=[C:20]([S:22][C:23]([F:26])([F:25])[F:24])[CH:21]=[C:16]2[N:15]=1)C.Cl[C:30]1C=CC=C(C(OO)=O)[CH:31]=1.C(=O)([O-])O.[Na+].[S:45]([O-:49])([O-])(=[O:47])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:30]([S:45]([C:4]1[CH:9]=[C:8]([C:10]([F:11])([F:12])[F:13])[CH:7]=[CH:6][C:5]=1[C:14]1[N:27]([CH3:28])[C:17]2=[N:18][CH:19]=[C:20]([S:22][C:23]([F:26])([F:24])[F:25])[CH:21]=[C:16]2[N:15]=1)(=[O:49])=[O:47])[CH3:31]

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 86708221HCID 86708221, compound

Product 1

HCID 86708220HCID 86708220, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a mixture of 2-(2-ethylsulfanyl-4-trifluoromethylphenyl)-3-methyl-6-trifluoromethylsulfanyl-3H-imidazo[4,5-b]pyridine and chloroform (5 ml), 69% of 3-chloroperbenzoic acid (1.05 g) was added under ice-cooling, and then heated to room temperature, and stirred for 1.5 hours. Then, saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium thiosulfate solution was poured, and extracted with chloroform. 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 0.20 g of 2-(2-ethylsulfonyl-4-trifluoromethylphenyl)-3-methyl-6-trifluoromethylsulfanyl-3H-imidazo[4,5-b]pyridine (hereinafter, Present Compound 306).

Workup

  1. additionwas added under ice-
  2. temperaturecooling
  3. extractionextracted with chloroform
  4. dry with materialThe combined organic layer was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4db3c2833b764cce9b0764031615ea46
Source dataset
uspto-grants-2014_10
Patent number
US08853238B2

Reaction notes

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