Sodium Thiosulfate → HCID 72944738, compound

HRID 1052933Notes

Reaction equation

HRID 1052933 reaction equation
Cl[C:2]1C=CC=C(C(OO)=O)[CH:3]=1.C(S[C:15]1[CH:37]=[C:36]([C:38]([F:41])([F:40])[F:39])[CH:35]=[CH:34][C:16]=1[C:17]([N:19]([CH3:33])[C:20]1[CH:25]=[CH:24][C:23]([C:26]([F:32])([F:31])[C:27]([F:30])([F:29])[F:28])=[CH:22][N:21]=1)=[O:18])C.C(=O)(O)[O-].[Na+].[S:47]([O-:51])([O-])(=[O:49])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:47]([C:15]1[CH:37]=[C:36]([C:38]([F:41])([F:39])[F:40])[CH:35]=[CH:34][C:16]=1[C:17]([N:19]([CH3:33])[C:20]1[CH:25]=[CH:24][C:23]([C:26]([F:32])([F:31])[C:27]([F:30])([F:29])[F:28])=[CH:22][N:21]=1)=[O:18])(=[O:51])=[O:49])[CH3:3]

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 118035230HCID 118035230, compound

Product 1

HCID 72944738HCID 72944738, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.39 g of m-chloroperbenzoic acid (purity of 68%) was added to a mixture of 0.30 g of 2-ethylsulfanyl-N-methyl-N-(5-pentafluoroethyl-pyridin-2-yl)-4-trifluoromethyl-benzamide and 5 mL of chloroform under ice cooling, and the mixture was stirred at room temperature for 2 hours. A saturated aqueous sodium bicarbonate solution and a saturated aqueous sodium thiosulfate solution were added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 0.31 g of 2-ethylsulfonyl-N-methyl-N-(5-pentafluoroethyl-pyridin-2-yl)-4-trifluoromethyl-benzamide (hereinafter, referred to as Compound of Present Invention 9).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4c532c89b4694b8ba521435e6a9af364
Source dataset
uspto-grants-2016_07
Patent number
US09392791B2

Reaction notes

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