Sodium Sulfite → HCID 178527206, compound

HRID 1635731Notes

Reaction equation

HRID 1635731 reaction equation
[F:1][CH:2]([F:47])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([C:14]([F:17])([F:16])[F:15])=[N:11][NH:12][CH:13]=2)=[CH:5][C:4]=1[CH:18]([S:23][CH:24]([C:29]1[CH:34]=[C:33]([C:35]2[C:36]([C:40]([F:43])([F:42])[F:41])=[N:37][NH:38][CH:39]=2)[CH:32]=[CH:31][C:30]=1[CH:44]([F:46])[F:45])[C:25]([F:28])([F:27])[F:26])[C:19]([F:22])([F:21])[F:20].ClC1C=CC=C(C(OO)=[O:56])C=1.S([O-])([O-])=O.[Na+].[Na+]>C(Cl)(Cl)Cl>[F:45][CH:44]([F:46])[C:30]1[CH:31]=[CH:32][C:33]([C:35]2[C:36]([C:40]([F:43])([F:42])[F:41])=[N:37][NH:38][CH:39]=2)=[CH:34][C:29]=1[CH:24]([S:23]([CH:18]([C:4]1[CH:5]=[C:6]([C:9]2[C:10]([C:14]([F:17])([F:16])[F:15])=[N:11][NH:12][CH:13]=2)[CH:7]=[CH:8][C:3]=1[CH:2]([F:1])[F:47])[C:19]([F:20])([F:21])[F:22])=[O:56])[C:25]([F:26])([F:27])[F:28]

Participants

5

Reactant 3

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 178506038HCID 178506038, compound

Product 1

HCID 178527206HCID 178527206, 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 (nD20 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-5590d2c409d442e48ff6b986f19c8624
Source dataset
uspto-grants-2003_01
Patent number
US06509354B1

Reaction notes

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