Thionyl Chloride → 1-(chloromethyl)-3-cyano-1H-pyrazole

HRID 1983004Notes

Reaction equation

HRID 1983004 reaction equation
O[CH2:2][N:3]1[CH:7]=[CH:6][C:5]([C:8]#[N:9])=[N:4]1.S(Cl)([Cl:12])=O>ClCCl>[C:8]([C:5]1[CH:6]=[CH:7][N:3]([CH2:2][Cl:12])[N:4]=1)#[N:9]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 231492041-(Hydroxymethyl)-1H-pyrazole-3-carbonitrile

Product 1

HCID 231491551-(chloromethyl)-3-cyano-1H-pyrazole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.89 g of 1-(hydroxymethyl)-3-cyano-1H-pyrazole was dissolved to 30 ml of dichloromethane. 1.6 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 1.00 g of 3-cyano-1-(chloromethyl)-1H-pyrazole.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4048f98994ec4a3f9dab9965e6aea239
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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