m-Chloroperbenzoic acid → HCID 18929415, compound

HRID 1598527Notes

Reaction equation

HRID 1598527 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[C:13]1[N:17]([CH3:18])[N:16]=[C:15]([S:19][CH3:20])[CH:14]=1.ClC1C=CC=C(C(OO)=[O:29])C=1.C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[Cl:12][C:4]1[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=[C:2]([Cl:1])[C:3]=1[C:13]1[N:17]([CH3:18])[N:16]=[C:15]([S:19]([CH3:20])=[O:29])[CH:14]=1

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 18929398HCID 18929398, compound2×

Product 1

HCID 18929415HCID 18929415, compoundYield 95.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 0.3 g of 5-(2,6-dichloro-4-trifluoromethylphenyl)-1-methyl-3-methylsulfenylpyrazole (compound 33) in 20 ml of anhydrous chloroform was slowly added 0.3 g of 70% m-chloroperbenzoic acid at -10° C. with stirring, followed by stirring for 3 hours. The reaction mixture was poured into saturated aqueous sodium hydrogencarbonate solution, and the organic layer was separated off and washed with a 5% aqueous sodium hydroxide solution and with brine. After drying the layer over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, giving 0.3 g of the desired compound in the form of white crystals (quantitative crude yield).

Workup

  1. customat -10° C.
  2. stirringby stirring for 3 hours
  3. customthe organic layer was separated off
  4. washwashed with a 5% aqueous sodium hydroxide solution and with brine
  5. dry with materialAfter drying the layer over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-dbf27290e27b4aca80be20a67b2e5bda
Source dataset
uspto-grants-1998_04
Patent number
US05739083

Reaction notes

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