Sodium Thiosulfate → HCID 117988715, compound

HRID 2201379Notes

Reaction equation

HRID 2201379 reaction equation
Cl[C:2]1C=C(C=C[CH:11]=1)C(OO)=O.C(S[C:15]1[C:20]([C:21]2[S:22][C:23]3[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][C:24]=3[N:25]=2)=[CH:19][CH:18]=[CH:17][N:16]=1)C.[S:34]([O-:38])([O-])(=[O:36])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:34]([C:15]1[C:20]([C:21]2[S:22][C:23]3[CH:29]=[CH:28][C:27]([C:30]([F:32])([F:33])[F:31])=[CH:26][C:24]=3[N:25]=2)=[CH:19][CH:18]=[CH:17][N:16]=1)(=[O:38])=[O:36])[CH3:11]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acid2×HCID 117988892HCID 117988892, compound

Product 1

HCID 117988715HCID 117988715, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

265 mg of 3-chloroperoxybenzoic acid (purity of 65% or more) was added to a mixture of 0.38 g of 2-(2-ethylsulfanylpyridin-3-yl)-5-(trifluoromethyl)benzothiazole and 4 ml of chloroform under ice cooling, then the mixture was stirred for 30 minutes under ice cooling. 265 mg of 3-chloroperoxybenzoic acid (purity of 65% or more) was added to the reaction mixture under ice cooling, then the mixture was stirred at room temperature for 1 hour. An aqueous sodium thiosulfate solution was poured to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with a saturated aqueous sodium bicarbonate solution, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 0.35 g of 2-(2-ethylsulfonylpyridin-3-yl)-5-(trifluoromethyl)benzothiazole (hereinafter, referred to as Compound of Present Invention 46).

Workup

  1. stirringthe mixture was stirred at room temperature for 1 hour
  2. extractionthe mixture was extracted with chloroform
  3. washThe organic layer was washed with a saturated aqueous sodium bicarbonate solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c3a7c5487fd24611aa2153cca84cf63c
Source dataset
uspto-grants-2016_06
Patent number
US09364000B2

Reaction notes

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