Thionyl Chloride → 3-Chloro-1-methyl-1h-pyrazole-5-carbonyl chloride

HRID 399191

Reaction equation

HRID 399191 reaction equation
[Cl:1][C:2]1[CH:6]=[C:5]([C:7](O)=[O:8])[N:4]([CH3:10])[N:3]=1.S(Cl)([Cl:13])=O>C1C=CC=CC=1>[Cl:1][C:2]1[CH:6]=[C:5]([C:7]([Cl:13])=[O:8])[N:4]([CH3:10])[N:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 189704593-chloro-1-methyl-1H-pyrazole-5-carboxylic acid

Product 1

HCID 189704623-Chloro-1-methyl-1h-pyrazole-5-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

100 g of 3-chloro-1-methyl-5-pyrazole-carboxylic acid (the Compound No. 4.1 (a) of the present invention) were suspended in 200 ml of benzene, and 150 ml of thionyl chloride were added thereto dropwise. Then, the mixture was heat-refluxed for 4 hours. The reaction mixture was allowed to cool, and the solvent was then distilled off under reduced pressure. The resulting residue was distilled under reduced pressure to obtain 103 g of the intended 3-chloro-1-methyl-5-pyrazolecarbonyl chloride.

Workup

  1. temperatureThen, the mixture was heat-refluxed for 4 hours
  2. temperatureto cool
  3. distillationthe solvent was then distilled off under reduced pressure
  4. distillationThe resulting residue was distilled under reduced pressure

Sources & evidence

ORD record
ord-14124bb4c18a40d087add9a7a5ae0295
Source dataset
uspto-grants-1998_10
Patent number
US05817829

Linked notes

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