Sodium Thiosulfate → HCID 9801815, compound

HRID 429328Notes

Reaction equation

HRID 429328 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:10]2[C:14]([C:15]3[CH:20]=[CH:19][C:18](SC)=[CH:17][CH:16]=3)=[CH:13][C:12]([CH:23]([F:25])[F:24])=[N:11]2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].Cl[C:27]1C=CC=C(C(OO)=O)C=1.[S:37]([O-:41])([O-])(=[O:39])=S.[Na+].[Na+]>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([N:10]2[C:14]([C:15]3[CH:20]=[CH:19][C:18]([S:37]([CH3:27])(=[O:41])=[O:39])=[CH:17][CH:16]=3)=[CH:13][C:12]([CH:23]([F:24])[F:25])=[N:11]2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 18355428HCID 18355428, compound

Product 1

HCID 9801815HCID 9801815, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(3-chloro-4-methoxyphenyl)-3-(difluoromethyl)-5-[4-(methylthio)phenyl]pyrazole (2.0 g) in dichloromethane (50 ml) was added portionwise m-chloroperbenzoic acid (2.3 g, 80% purity) at 5° C. with stirring. After being stirred at room temperature for 2 hours, the reaction mixture was treated with aqueous solution of sodium thiosulfate and then partitioned between dichloromethane and water. The organic layer was separated, washed with aqueous sodium hydrogen carbonate solution and dried over magnesium sulfate. After evaporation of the solvent, the crude solid was recrystallized from ethanol to give 1-(3-chloro-4-methoxyphenyl)-3-(difluoromethyl)-5-[4-(methylsulfonyl)phenyl]pyrazole (1.8 g).

Workup

  1. stirringAfter being stirred at room temperature for 2 hours
  2. custompartitioned between dichloromethane and water
  3. customThe organic layer was separated
  4. washwashed with aqueous sodium hydrogen carbonate solution
  5. dry with materialdried over magnesium sulfate
  6. customAfter evaporation of the solvent
  7. customthe crude solid was recrystallized from ethanol

Sources & evidence

ORD record
ord-a39db0cb65f84aefafae398100adccf6
Source dataset
uspto-grants-2001_11
Patent number
US06316485B1

Reaction notes

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