m-Chloroperbenzoic acid → HCID 15405497, compound

HRID 1977085Notes

Reaction equation

HRID 1977085 reaction equation
[C:1]([C:3]1[CH:4]=[N:5][N:6]([C:15]2[C:19](Cl)=[C:18]([S:21][CH3:22])[N:17]([CH3:23])[N:16]=2)[C:7]=1[CH:8]([O:12][CH2:13][CH3:14])[O:9][CH2:10][CH3:11])#[N:2].ClC1C=CC=C(C(OO)=O)C=1>ClCCl>[C:1]([C:3]1[CH:4]=[N:5][N:6]([C:15]2[CH:19]=[C:18]([S:21][CH3:22])[N:17]([CH3:23])[N:16]=2)[C:7]=1[CH:8]([O:9][CH2:10][CH3:11])[O:12][CH2:13][CH3:14])#[N:2]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 15405498HCID 15405498, compound

Product 1

HCID 15405497HCID 15405497, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.0 g (2.8 mmol) of 4-cyano-5-diethoxymethyl-1-(4chloro-1-methyl-5-methylthio-3-pyrazolyl)pyrazole (Example B.1) and 1.0 g (5.8 mmol) of m-chloroperbenzoic acid in 10 ml of dichloromethane are stirred at 0° C. for 3 hours and subsequently at room temperature for 12 hours. The reaction mixture is washed with sodium thiosulfate solution, sodium bicarbonate solution and water and dried (sodium sulfate), and the solvent is distilled off. Silica gel column chromatography (ethyl acetate/ hexane) gives the desired product in the form of colorless flakes.

Workup

  1. customare stirred at 0° C. for 3 hours and subsequently at room temperature for 12 hours
  2. washThe reaction mixture is washed with sodium thiosulfate solution, sodium bicarbonate solution and water
  3. dry with materialdried (sodium sulfate)
  4. distillationthe solvent is distilled off

Sources & evidence

ORD record
ord-f4a370332a454935a31ab8d1b2276d2b
Source dataset
uspto-grants-2001_05
Patent number
US06232271B1

Reaction notes

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