Methyl iodide → 3-(2,6-Dichloro-4-trifluoromethylphenyl)-1-methyl-5-methylsulfenylpyrazole

HRID 1598512Notes

Reaction equation

HRID 1598512 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[CH:17]=[C:16]([SH:18])[N:15]([CH3:19])[N:14]=1.CI.[C:22](=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:9])([F:11])[F:10])[CH:5]=[C:4]([Cl:12])[C:3]=1[C:13]1[CH:17]=[C:16]([S:18][CH3:22])[N:15]([CH3:19])[N:14]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178481742HCID 178481742, compound

Product 1

HCID 189294193-(2,6-Dichloro-4-trifluoromethylphenyl)-1-methyl-5-methylsulfenylpyrazoleYield 97.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A suspension of 0.5 g of 3-(2,6-dichloro-4-trifluoromethylphenyl)-5-mercapto-1-methylpyrazole (2), 2.3 g of methyl iodide and 0.4 g of anhydrous potassium carbonate in 10 ml of acetonitrile was refluxed overnight with stirring. The reaction mixture was cooled to room temperature and filtered through Celite, and the filtrate was concentrated under reduced pressure. The residue was purified by chromatography on silica gel to obtain 0.51 g of the desired product in the form of white crystals.

Workup

  1. temperaturewas refluxed overnight
  2. filtrationfiltered through Celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-d64ec6771ae04d188fa3214f745faab4
Source dataset
uspto-grants-1998_04
Patent number
US05739083

Reaction notes

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