Sodium Thiosulfate → HCID 9864598, compound

HRID 1637228Notes

Reaction equation

HRID 1637228 reaction equation
C1(S[C:5]([F:23])([F:22])[C:6]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[F:21])([OH:13])[CH2:7][N:8]2[CH:12]=[N:11][CH:10]=[N:9]2)CC1.ClC1C=CC=[C:27]([C:31](OO)=O)[CH:26]=1.[S:35]([O-:39])([O-])(=[O:37])=S.[Na+].[Na+].C(=O)(O)[O-].[Na+]>ClCCl>[CH:31]1([S:35]([C:5]([F:22])([F:23])[C:6]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[F:21])([OH:13])[CH2:7][N:8]2[CH:12]=[N:11][CH:10]=[N:9]2)(=[O:39])=[O:37])[CH2:27][CH2:26]1

Participants

6

Reactant 4

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 10665314HCID 10665314, compound

Product 1

HCID 9864598HCID 9864598, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(cyclopropylthio)-2-(2,4-difluorophenyl)-1,1-difluoro-3-(1H-1,2,4-triazol-1-yl)-2-propanol (2.3 g, 6.63 mmol) in dichloromethane (200 ml), 85% m-chloroperbenzoic acid (3.6 g, 14.58 mmol) was added at room temperature, followed by stirring at room temperature for 12 hours. After the completion of the reaction, a saturated aqueous solution of sodium thiosulfate and a saturated aqueous solution of sodium bicarbonate were added and the resulting mixture was stirred. The dichloromethane solution was separated and after washing with water, dried over magnesium sulfate. The solvent was then distilled off under reduced pressure. The residue so obtained was crystallized from isopropyl ether-ethyl acetate, whereby 1-(cyclopropylsulfonyl)-2-(2,4-difluorophenyl)-1,1-difluoro-3-(1H-1,2,4-triazol-1-yl)-2-propanol (1.9 g, yield: 76%) was obtained as colorless crystals.

Workup

  1. customAfter the completion of the reaction
  2. stirringthe resulting mixture was stirred
  3. customThe dichloromethane solution was separated
  4. washafter washing with water
  5. dry with materialdried over magnesium sulfate
  6. distillationThe solvent was then distilled off under reduced pressure
  7. customThe residue so obtained
  8. customwas crystallized from isopropyl ether-ethyl acetate

Sources & evidence

ORD record
ord-ab37d2cc24d7451d8f46fec5eaf9b29f
Source dataset
uspto-grants-2000_03
Patent number
US06040325

Reaction notes

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