Sodium Thiosulfate → HCID 86725175, compound

HRID 1477301Notes

Reaction equation

HRID 1477301 reaction equation
C(S[C:4]1[C:5]([C:14]2[N:27]([CH3:28])[C:17]3=[N:18][CH:19]=[C:20]([S:22][C:23]([F:26])([F:25])[F:24])[CH:21]=[C:16]3[N:15]=2)=[N:6][CH:7]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:9]=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[C:5]([C:14]2[N:27]([CH3:28])[C:17]3=[N:18][CH:19]=[C:20]([S:22][C:23]([F:26])([F:24])[F:25])[CH:21]=[C:16]3[N:15]=2)=[N:6][CH:7]=[C:8]([C:10]([F:11])([F:13])[F:12])[CH:9]=1)(=[O:49])=[O:47])[CH3:31]

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 86725176HCID 86725176, compound

Product 1

HCID 86725175HCID 86725175, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a mixture of 2-(3-ethylsulfanyl-5-trifluoromethyl-pyridin-2-yl)-3-methyl-6-trifluoromethylsulfanyl-3H-imidazo[4,5-b]pyridine (299 mg) and chloroform (30 ml) was added m-chloroperbenzoic acid (purity: not less than 65%) (0.34 g) while ice-cooling, and the mixture was stirred while ice-cooling for 5 hours. To the reaction mixture were poured saturated aqueous sodium hydrogen carbonate solution and saturated aqueous sodium thiosulfate solution, and the mixture was extracted with chloroform. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 2-(3-ethylsulfonyl-5-trifluoromethyl-pyridin-2-yl)-3-methyl-6-trifluoromethylsulfanyl-3H-imidazo[4,5-b]pyridine (0.24 g), which is hereinafter referred to as “the present compound 44”.

Workup

  1. temperaturecooling
  2. temperaturecooling for 5 hours
  3. extractionthe mixture was extracted with chloroform
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-9badc1f4f6af4902a558f3e1cbb9d177
Source dataset
uspto-grants-2016_08
Patent number
US09403771B2

Reaction notes

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