Thionyl Chloride → 1-(chloromethyl)-3-phenyl-1H-pyrazole hydrochloride

HRID 1983006Notes

Reaction equation

HRID 1983006 reaction equation
[C:1]1([C:7]2[CH:11]=[CH:10][N:9]([CH2:12]O)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:16])=O>ClCCl>[ClH:16].[Cl:16][CH2:12][N:9]1[CH:10]=[CH:11][C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[N:8]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 23149203(3-phenyl-1H-pyrazol-1-yl)methanol

Product 1

HCID 231491981-(chloromethyl)-3-phenyl-1H-pyrazole hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.74 g of 3-phenyl-1H-pyrazole-1-ylmethanol was dissolved to 50 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. Hexane and chloroform was added to the residue to produce a crystal. The crystal was collected to obtain 2.01 g of 1-(chloromethyl)-3-phenyl-1H-pyrazole hydrochloride.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionHexane and chloroform was added to the residue
  3. customto produce a crystal
  4. customThe crystal was collected

Sources & evidence

ORD record
ord-9e26bc2e22b947a69d9be7f84f70836b
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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