Sodium Thiosulfate → HCID 72944737, compound

HRID 1052936Notes

Reaction equation

HRID 1052936 reaction equation
Cl[C:2]1C=CC=C(C(OO)=O)[CH:3]=1.C(S[C:15]1[CH:35]=[C:34]([C:36]([F:39])([F:38])[F:37])[CH:33]=[CH:32][C:16]=1[C:17]([N:19]([CH3:31])[C:20]1[CH:25]=[CH:24][C:23]([S:26][C:27]([F:30])([F:29])[F:28])=[CH:22][N:21]=1)=[O:18])C.C(=O)(O)[O-].[Na+].[S:45]([O-:49])([O-])(=[O:47])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:45]([C:15]1[CH:35]=[C:34]([C:36]([F:38])([F:39])[F:37])[CH:33]=[CH:32][C:16]=1[C:17]([N:19]([CH3:31])[C:20]1[CH:25]=[CH:24][C:23]([S:26][C:27]([F:30])([F:29])[F:28])=[CH:22][N:21]=1)=[O:18])(=[O:49])=[O:47])[CH3:3]

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 118035682HCID 118035682, compound

Product 1

HCID 72944737HCID 72944737, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.82 g of m-chloroperbenzoic acid (purity of 68%) was added to a mixture of 0.63 g of 2-ethylsulfanyl-N-methyl-4-trifluoromethyl-N-(5-trifluoromethylsulfanyl-pyridin-2-yl)-benzamide and 10 mL of chloroform under ice cooling, and the mixture was stirred for 2 hours under ice cooling. 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 0.62 g of 2-ethylsulfonyl-N-methyl-4-trifluoromethyl-N-(5-trifluoromethylsulfanyl-pyridin-2-yl)-benzamide (hereinafter, referred to as Compound of Present Invention 10) and 0.04 g of 2-ethylsulfonyl-N-methyl-4-trifluoromethyl-N-(5-trifluoromethylsulfinyl-pyridin-2-yl)-benzamide (hereinafter, referred to as Compound of Present Invention 11).

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-d67ac46e8fc045baa7cb6ff3510ce1e1
Source dataset
uspto-grants-2016_07
Patent number
US09392791B2

Reaction notes

Loading…