Sodium Sulfite → HCID 178527216, compound

HRID 498955Notes

Reaction equation

HRID 498955 reaction equation
[F:1][C:2]([F:24])([F:23])[CH2:3][S:4][C:5]1[CH:10]=[C:9]([C:11]2[C:12]([C:16]([F:19])([F:18])[F:17])=[N:13][NH:14][CH:15]=2)[CH:8]=[CH:7][C:6]=1[CH:20]([F:22])[F:21].ClC1C=CC=C(C(OO)=[O:33])C=1.S([O-])([O-])=O.[Na+].[Na+]>C(Cl)(Cl)Cl>[F:24][C:2]([F:1])([F:23])[CH2:3][S:4]([C:5]1[CH:10]=[C:9]([C:11]2[C:12]([C:16]([F:18])([F:19])[F:17])=[N:13][NH:14][CH:15]=2)[CH:8]=[CH:7][C:6]=1[CH:20]([F:22])[F:21])=[O:33]

Participants

5

Reactant 3

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 178506039HCID 178506039, compound

Product 1

HCID 178527216HCID 178527216, compoundYield 97.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To 0.37 g (1.0 mmol) of [2-difluoromethyl-5-(3-trifluoromethylpyrazolyl)phenyl] 2,2,2-trifluoroethyl sulfide (Compound No. V-295 of the present invention) in 5 ml of chloroform, 0.25 g (1.5 mmol) of m-chloroperbenzoic acid was added at 0° C. with stirring, and the reaction solution was stirred for 1 hour. The reaction solution was mixed with 10 ml of 10% aqueous sodium sulfite and stirred at room temperature for 10 minutes, and then 20 ml of chloroform was added. The chloroform layer was washed with 20 ml of saturated aqueous sodium hydrogen carbonate three times and dried over anhydrous magnesium sulfate, and the chloroform was distilled off under reduced pressure to obtain 0.38 g of [2-difluoromethyl-5-(3-trifluoromethylpyrazolyl)phenyl] 2,2,2-trifluoroethyl sulfoxide (yield 97.4%) as a yellow dough (nD2 1.4909).

Workup

  1. stirringthe reaction solution was stirred for 1 hour
  2. stirringstirred at room temperature for 10 minutes
  3. washThe chloroform layer was washed with 20 ml of saturated aqueous sodium hydrogen carbonate three times
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe chloroform was distilled off under reduced pressure

Sources & evidence

ORD record
ord-a1db2cdff5bd4d6f87977ad6496ee5ab
Source dataset
uspto-grants-2010_08
Patent number
US07767626B2

Reaction notes

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