Oxalyl chloride → 5-(4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)-2,4-dichlorobenzoyl chloride

HRID 1870095Notes

Reaction equation

HRID 1870095 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[Cl:7][C:8]1[C:9]([C:18]2[C:19]([Cl:28])=[CH:20][C:21]([Cl:27])=C([CH:26]=2)C(O)=O)=[N:10][N:11]([CH3:17])[C:12]=1[O:13][CH:14]([F:16])[F:15]>C1(C)C=CC=CC=1>[Cl:7][C:8]1[C:9]([C:18]2[C:19]([Cl:28])=[CH:20][C:21]([Cl:27])=[C:1]([CH:26]=2)[C:2]([Cl:4])=[O:3])=[N:10][N:11]([CH3:17])[C:12]=1[O:13][CH:14]([F:16])[F:15]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 150305955-(4-Chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)-2,4-dichlorobenzoic acid

Product 1

HCID 153463895-(4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)-2,4-dichlorobenzoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

20.5 g (160 mmol) of oxalyl chloride were added dropwise to a solution of 7.7 g (20 mmol) of 5-(4-chloro-5-difluoromethoxy-1-methyl-1H-pyrazol-3-yl)-2,4-dichlorobenzoic acid in 300 ml of toluene. After 6 hours stirring at reflux temperature, the reaction mixture was concentrated. Yield: quantitative.

Workup

  1. temperatureat reflux temperature
  2. concentrationthe reaction mixture was concentrated

Sources & evidence

ORD record
ord-f54baa8d39764597a58a5aa4797b4c37
Source dataset
uspto-grants-2000_08
Patent number
US06096689

Reaction notes

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