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Thionyl Chloride → 4-chloro-1-(chloromethyl)-1H-pyrazole hydrochloride

HRID 1983021
Notes
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Reaction equation

HRID 1983021 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][N:5]([CH2:7]O)[CH:6]=1.S(Cl)([Cl:11])=O>ClCCl>[ClH:1].[Cl:1][C:2]1[CH:3]=[N:4][N:5]([CH2:7][Cl:11])[CH:6]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 7017837(4-chloro-1H-pyrazol-1-yl)methanol

Product 1

HCID 231491194-chloro-1-(chloromethyl)-1H-pyrazole hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.73 g of 4-chloro-1H-pyrazole-1-ylmethanol was dissolved to 20 ml of dichloromethane. 4.4 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 to obtain 2.90 g of 4-chloro-1-(chloromethyl)-1H-pyrazole hydrochloride.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4ba79de6830f453fbdf6b7841f6f2834
Source dataset
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07541374B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes