Sodium Thiosulfate → HCID 117974281, compound

HRID 2272912Notes

Reaction equation

HRID 2272912 reaction equation
Cl[C:2]1C=C(C=C[CH:11]=1)C(OO)=O.C(S[C:15]1[CH:19]=[CH:18][S:17][C:16]=1[C:20]1[O:21][C:22]2[CH:28]=[CH:27][C:26]([S:29][C:30]([F:33])([F:32])[F:31])=[CH:25][C:23]=2[N:24]=1)C.[S:34]([O-:38])([O-])(=[O:36])=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:2]([S:34]([C:15]1[CH:19]=[CH:18][S:17][C:16]=1[C:20]1[O:21][C:22]2[CH:28]=[CH:27][C:26]([S:29][C:30]([F:32])([F:33])[F:31])=[CH:25][C:23]=2[N:24]=1)(=[O:38])=[O:36])[CH3:11]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 117974095HCID 117974095, compound

Product 1

HCID 117974281HCID 117974281, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3.08 g of 3-chloroperoxybenzoic acid (purity of 65% or more) was added to a mixture of 2.44 g of 2-(3-ethylthiothiophen-2-yl)-5-(trifluoromethylthio)benzoxazole and 20 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 into 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 2.6 g of 2-(3-ethylsulfonylthiophen-2-yl)-5-(trifluoromethylthio)benzoxazole (Compound of Present Invention (29)).

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-0210a89bfea04e7f9d2dfaca0796046e
Source dataset
uspto-grants-2015_09
Patent number
US09120792B2

Reaction notes

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