Sulfuryl chloride → HCID 20134632, compound

HRID 580267Notes

Reaction equation

HRID 580267 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH2:10][CH3:11])=[CH:4][C:3]=1[N:12]1[C:16]([CH3:17])=[CH:15][C:14]([CH3:18])=[N:13]1.S(Cl)([Cl:22])(=O)=O>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH2:10][CH3:11])=[CH:4][C:3]=1[N:12]1[C:16]([CH3:17])=[C:15]([Cl:22])[C:14]([CH3:18])=[N:13]1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 20134633HCID 20134633, compound

Product 1

HCID 20134632HCID 20134632, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 1-(2-fluoro-4-chloro-5-ethoxyphenyl)-3,5-dimethylpyrazole (26.9 g) in chloroform (200 ml) was added dropwise sulfuryl chloride (13.5 g) for 10 minutes under water-cooling, and the reaction mixture was stirred for further 30 minutes to effect the chlorination reaction. Removal of the solvent from the reaction solution by distillation in vacuo gave the titled compound (30.0 g) as a pale yellow crystalline solid. After recrystallization of the solid from a mixture of n-hexane/ethyl acetate, the resulting white crystalline product showed the melting point of 106°-107.5° C.

Workup

  1. temperaturecooling
  2. customthe chlorination reaction
  3. customRemoval of the solvent from the reaction solution
  4. distillationby distillation in vacuo

Sources & evidence

ORD record
ord-0afb27e0fb064a3ba8bbe2381e7beb71
Source dataset
uspto-grants-1988_06
Patent number
US04752326

Reaction notes

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