Sodium Thiosulfate → HCID 117974563, compound

HRID 2272914Notes

Reaction equation

HRID 2272914 reaction equation
ClC1C=C(C=[CH:10][CH:11]=1)C(OO)=O.C([C:14]1[CH:18]=[CH:17][S:16][C:15]=1[C:19]1[O:20][C:21]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][C:22]=2[N:23]=1)C.[S:32]([O-])([O-:35])(=[O:34])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:10]([S:32]([C:14]1[CH:18]=[CH:17][S:16][C:15]=1[C:19]1[O:20][C:21]2[CH:27]=[CH:26][C:25]([C:28]([F:29])([F:30])[F:31])=[CH:24][C:22]=2[N:23]=1)(=[O:35])=[O:34])[CH3:11]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 117974481HCID 117974481, compound

Product 1

HCID 117974563HCID 117974563, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.87 g of 3-chloroperoxybenzoic acid (purity of 65% or more) was added to a mixture of 0.6 g of 2-(3-ethylthiophen-2-yl)-5-(trifluoromethyl)benzoxazole and 6 ml of chloroform, under ice cooling, and the mixture was stirred at room temperature for 1 hour. A 10% 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 and dried over anhydrous sodium sulfate, then concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 0.53 g of 2-(3-ethylsulfonylthiophen-2-yl)-5-(trifluoromethyl)benzoxazole (Compound of Present Invention (33)).

Workup

  1. extractionthe mixture was extracted with chloroform
  2. washThe organic layer was washed with a saturated aqueous sodium bicarbonate solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-1519e211449a4de7a7c1ee4d0f25dd95
Source dataset
uspto-grants-2015_09
Patent number
US09120792B2

Reaction notes

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