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

HRID 520597

Reaction equation

HRID 520597 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([CH3:7])[C:4]([C:8]([OH:10])=O)=[N:3]1.S(Cl)([Cl:13])=O>>[CH3:1][N:2]1[CH:6]=[C:5]([CH3:7])[C:4]([C:8]([Cl:13])=[O:10])=[N:3]1

Participants

3

Reactant 2

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

Product 1

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

Procedure

1,4-Dimethyl-1H-pyrazole-3-carboxylic acid (190 mg) was weighed to a round bottom flask and thionyl chloride (1 ml) was added. The reaction was heated to reflux for 6 h then overnight at RT. After this time thionyl chloride was evaporated and the residue azeotroped with toluene to afford the title compound, 200 mg.

Workup

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 6 h
  3. customovernight
  4. customat RT
  5. customAfter this time thionyl chloride was evaporated
  6. customthe residue azeotroped with toluene

Sources & evidence

ORD record
ord-c376dc8ae7c445a988d94f474b950868
Source dataset
uspto-grants-2016_05
Patent number
US09326987B2

Linked notes

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