Thionyl Chloride → 4-bromo-1-(chloromethyl)-3-(trifluoromethyl)-1H-pyrazole

HRID 1983018Notes

Reaction equation

HRID 1983018 reaction equation
[Br:1][C:2]1[C:3]([C:9]([F:12])([F:11])[F:10])=[N:4][N:5]([CH2:7]O)[CH:6]=1.S(Cl)([Cl:15])=O>ClCCl>[Br:1][C:2]1[C:3]([C:9]([F:12])([F:11])[F:10])=[N:4][N:5]([CH2:7][Cl:15])[CH:6]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 231491424-bromo-3-(trifluoromethyl)-1H-pyrazole-1-ylmethanol

Product 1

HCID 231491474-bromo-1-(chloromethyl)-3-(trifluoromethyl)-1H-pyrazole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.28 g of 4-bromo-3-(trifluoromethyl)-1H-pyrazole-1-ylmethanol was dissolved to 40 ml of dichloromethane. 2.9 ml of thionyl chloride was added to the solution, followed by stirring at room temperature for overnight. The reaction mixture was concentrated under reduced pressure. The obtained solid was washed with the mixture of hexane and chloroform to obtain 3.33 g of 4-bromo-1-(chloromethyl)-3-(trifluoromethyl)-1H-pyrazole.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. washThe obtained solid was washed with the mixture of hexane and chloroform

Sources & evidence

ORD record
ord-744ce6921e4a47f9907faf0034c55224
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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