Sodium Thiosulfate → HCID 86708220, compound

HRID 923778Notes

Reaction equation

HRID 923778 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. temperatureheated to room, temperature
  4. extractionextracted with chloroform
  5. dry with materialThe combined organic layer was dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-164af48a5aae44b0aa016c5b3488cdaa
Source dataset
uspto-grants-2016_03
Patent number
US09278983B2

Reaction notes

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