Thionyl Chloride → 1,4-Dimethyl-1H-pyrazole-3-carbonyl chloride

HRID 244688

Reaction equation

HRID 244688 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][N:6]1[CH:10]=[C:9]([CH3:11])[C:8]([C:12]([OH:14])=O)=[N:7]1>>[CH3:5][N:6]1[CH:10]=[C:9]([CH3:11])[C:8]([C:12]([Cl:3])=[O:14])=[N:7]1

Participants

3

Reactant 2

HCID 24386Thionyl Chloride2×HCID 53256851,4-Dimethyl-1H-pyrazole-3-carboxylic acid

Product 1

HCID 583563801,4-Dimethyl-1H-pyrazole-3-carbonyl chloride

Conditions

Temperature
80 °C

Procedure

Thionyl chloride (4 ml) was added to 1,4-dimethyl-1H-pyrazole-3-carboxylic acid (0.5 g) and the reaction was heated at 80° C. for 2 h. Further thionyl chloride (2 ml) was added and the reaction was heated at 80° C. for 1 h. The reaction was evaporated, then azeotroped with toluene to give title compound, 511 mg.

Workup

  1. temperaturethe reaction was heated at 80° C. for 1 h
  2. customThe reaction was evaporated
  3. customazeotroped with toluene

Sources & evidence

ORD record
ord-45674eb3d94748a3b78460a3aeb10509
Source dataset
uspto-grants-2014_02
Patent number
US08658635B2

Linked notes

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