Sodium Thiosulfate → HCID 66612071, compound

HRID 2390473Notes

Reaction equation

HRID 2390473 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:11]([F:14])([F:13])[F:12])=[CH:10][C:5]=2[N:4]=[C:3]1[C:15]1[CH:20]=[CH:19][N:18]=[CH:17][C:16]=1SC.Cl[C:24]1C=CC=C(C(OO)=O)C=1.C(=O)([O-])O.[Na+].[S:39]([O-:43])([O-])(=[O:41])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH3:24][S:39]([C:16]1[CH:17]=[N:18][CH:19]=[CH:20][C:15]=1[C:3]1[N:2]([CH3:1])[C:6]2[CH:7]=[CH:8][C:9]([C:11]([F:14])([F:12])[F:13])=[CH:10][C:5]=2[N:4]=1)(=[O:43])=[O:41]

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 66611813HCID 66611813, compound

Product 1

HCID 66612071HCID 66612071, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a mixture of 0.60 g of 1-methyl-2-(3-methylthiopyridin-4-yl)-5-trifluoromethyl-1H-benzimidazole and 9 ml of chloroform was added 1.40 g of 69% m-chloroperbenzoic acid under ice cool, then, the mixture was stirred for 2 hours at room temperature. Thereafter, a saturated sodium hydrogen carbonate aqueous solution and a saturated sodium thiosulfate aqueous solution were poured, and the mixture was extracted three times with chloroform. The combined organic layers were dried over magnesium sulfate, then, concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.52 g of 2-(3-methanesulfonylpyridin-4-yl)-1-methyl-5-trifluoromethyl-1H-benzimidazole (hereinafter, referred to as present active compound 19).

Workup

  1. temperaturecool
  2. extractionthe mixture was extracted three times with chloroform
  3. dry with materialThe combined organic layers were dried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e03bec67f0324d9386f983613aec62e3
Source dataset
uspto-grants-2012_09
Patent number
US08273764B2

Reaction notes

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