Sodium Thiosulfate → HCID 118113340, compound

HRID 713649Notes

Reaction equation

HRID 713649 reaction equation
Cl[C:2]1C=CC=C(C(OO)=O)[CH:3]=1.C(S[C:15]1[C:16]([C:21]([NH:23][C:24]2[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[C:26]([C:34]([F:37])([F:36])[F:35])[CH:25]=2)=[O:22])=[N:17][CH:18]=[CH:19][CH:20]=1)C.C(=O)(O)[O-].[Na+].[S:43]([O-:47])([O-])(=[O:45])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:43]([C:15]1[C:16]([C:21]([NH:23][C:24]2[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[C:26]([C:34]([F:37])([F:35])[F:36])[CH:25]=2)=[O:22])=[N:17][CH:18]=[CH:19][CH:20]=1)(=[O:47])=[O:45])[CH3:3]

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 118113456HCID 118113456, compound

Product 1

HCID 118113340HCID 118113340, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1.15 g of m-chloroperbenzoic acid (purity of 68%) was added to a mixture of 0.78 g of 3-ethylsulfanyl-N-(3,5-bistrifluoromethylphenyl)picolinamide (Compound of Present Invention 10) and 10 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 poured to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure, and the resulting solid was washed with MTBE and dried to obtain 0.78 g of 3-ethylsulfonyl-N-(3,5-bistrifluoromethylphenyl)picolinamide (hereinafter, referred to as Compound of Present Invention 14).

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
  4. washthe resulting solid was washed with MTBE
  5. customdried

Sources & evidence

ORD record
ord-3782407c8e324d679b7b8c408bd548e6
Source dataset
uspto-grants-2015_11
Patent number
US09185910B2

Reaction notes

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