Sulfuryl chloride → 3-(Difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chloride

HRID 2283191Notes

Reaction equation

HRID 2283191 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([CH:7]=[O:8])[C:4]([CH:9]([F:11])[F:10])=[N:3]1.S(Cl)([Cl:15])(=O)=O>ClC1C=CC=CC=1>[CH3:1][N:2]1[CH:6]=[C:5]([C:7]([Cl:15])=[O:8])[C:4]([CH:9]([F:10])[F:11])=[N:3]1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 533020643-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde

Product 1

HCID 153401103-(Difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chlorideYield 96.6%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

The solution of 16 g (100 mol) of 1-methyl-3-difluoromethyl-1H-pyrazole-4-carbaldehyde, 13.5 g (100 mmol) of sulphuryl chloride and 0.2 g of 2,2-azoisobutyronitrile in 50 ml of chlorobenzene was stirred at 70-80° C. for 6 h. The reaction solution was concentrated. 18.8 g of the product (95% yield) was obtained as an oil with a purity (GC) of 98%.

Workup

  1. concentrationThe reaction solution was concentrated

Sources & evidence

ORD record
ord-06f0cfefb71d4b63820d2b0883647d9a
Source dataset
uspto-grants-2015_09
Patent number
US09145369B2

Reaction notes

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