Thionyl Chloride → 4-bromo-3-t-butyl-1-(chloromethyl)-1H-pyrazole hydrochloride

HRID 1983012Notes

Reaction equation

HRID 1983012 reaction equation
[Br:1][C:2]1[C:3]([C:9]([CH3:12])([CH3:11])[CH3:10])=[N:4][N:5]([CH2:7]O)[CH:6]=1.S(Cl)([Cl:15])=O>ClCCl>[ClH:15].[Br:1][C:2]1[C:3]([C:9]([CH3:12])([CH3:11])[CH3:10])=[N:4][N:5]([CH2:7][Cl:15])[CH:6]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 231491454-bromo-3-t-butyl-1H-pyrazole-1-ylmethanol

Product 1

HCID 231491914-bromo-3-t-butyl-1-(chloromethyl)-1H-pyrazole hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.79g of 4-bromo-3-t-butyl-1H-pyrazole-1-ylmethanol was dissolved to 45 ml of dichloromethane. 3.4 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 solid obtained was washed with hexane and chloroform to obtain 3.69 g of 4-bromo-3-t-butyl-1-(chloromethyl)-1H-pyrazole hydrochloride.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe solid obtained
  3. washwas washed with hexane and chloroform

Sources & evidence

ORD record
ord-56fd97145ef649b2b0011fc8590641ef
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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