Sodium Sulfite → HCID 178423889, compound

HRID 1635732Notes

Reaction equation

HRID 1635732 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:13]([F:16])([F:15])[F:14])=[N:10][NH:11][CH:12]=2)=[CH:4][C:3]=1[CH:17]([S:22][CH:23]([C:28]1[CH:33]=[C:32]([C:34]2[C:35]([C:39]([F:42])([F:41])[F:40])=[N:36][NH:37][CH:38]=2)[CH:31]=[CH:30][C:29]=1[CH3:43])[C:24]([F:27])([F:26])[F:25])[C:18]([F:21])([F:20])[F:19].ClC1C=CC=C(C(OO)=[O:52])C=1.S([O-])([O-])=O.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:13]([F:16])([F:15])[F:14])=[N:10][NH:11][CH:12]=2)=[CH:4][C:3]=1[CH:17]([S:22]([CH:23]([C:28]1[CH:33]=[C:32]([C:34]2[C:35]([C:39]([F:42])([F:40])[F:41])=[N:36][NH:37][CH:38]=2)[CH:31]=[CH:30][C:29]=1[CH3:43])[C:24]([F:25])([F:26])[F:27])=[O:52])[C:18]([F:19])([F:20])[F:21]

Participants

5

Reactant 3

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 178423888HCID 178423888, compound

Product 1

HCID 178423889HCID 178423889, compoundYield 37.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To 1.68 g (4.9 mmol) of [2-methyl-5-(3-trifluoromethylpyrazolyl)phenyl]2,2,2-trifluoroethyl sulfide (Compound No. V-292 of the Present Invention) in 5 ml of chloroform, 1.02 g (5.1 mmol) of m-chloroperbenzoic acid was added at 0° C. with stirring, and the reaction mixture was stirred at 0° C. 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 0.65 g of [2-methyl-5-(3-trifluoromethylpyrazolyl)phenyl]2,2,2-trifluoroethyl sulfoxide (yield 37.1%) as a pale yellow solid (m.p. 109-110° C.).

Workup

  1. stirringthe reaction mixture was stirred at 0° C. 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-093c8cf751494053be2671f35e00536f
Source dataset
uspto-grants-2003_01
Patent number
US06509354B1

Reaction notes

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