Thionyl Chloride → methyl 1-(chloromethyl)-1H-pyrazole-4-carboxylate

HRID 1983026Notes

Reaction equation

HRID 1983026 reaction equation
O[CH2:2][N:3]1[CH:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[N:4]1.S(Cl)([Cl:14])=O>ClCCl>[Cl:14][CH2:2][N:3]1[CH:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[N:4]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 23149172methyl 1-(hydroxymethyl)-1H-pyrazole-4-carboxylate

Product 1

HCID 7017727methyl 1-(chloromethyl)-1H-pyrazole-4-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.38 g of 1-(hydroxymethyl)-4-methoxycarbonyl-1H-pyrazole was dissolved to 10 ml of dichloromethane. 1 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 1.59 g of 1-(chloromethyl)-4-methoxycarbonyl-1H-pyrazole.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-65e58aff5c4a475398d6318ae059338a
Source dataset
uspto-grants-2009_06
Patent number
US07541374B2

Reaction notes

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