Thionyl Chloride → 4-chloro-1-ethyl-1H-pyrazole-5-carbonyl chloride

HRID 244690Notes

Reaction equation

HRID 244690 reaction equation
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:7]=[N:8][N:9]([CH2:14][CH3:15])[C:10]=1[C:11](O)=[O:12]>>[Cl:5][C:6]1[CH:7]=[N:8][N:9]([CH2:14][CH3:15])[C:10]=1[C:11]([Cl:3])=[O:12]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 5897074-Chloro-1-ethyl-1H-pyrazole-5-carboxylic acid

Product 1

HCID 252208134-chloro-1-ethyl-1H-pyrazole-5-carbonyl chloride

Conditions

Temperature
80 °C

Procedure

Thionyl chloride (5 ml) was added to 4-chloro-1-ethyl-1H-pyrazole-5-carboxylic acid (1 g) and the reaction was heated at 80° C. for 6 h then cooled to room temperature overnight. The reaction was evaporated, then azeotroped with toluene to give title compound, 970 mg.

Workup

  1. temperaturethen cooled to room temperature overnight
  2. customThe reaction was evaporated
  3. customazeotroped with toluene

Sources & evidence

ORD record
ord-44b1240e5c0d454e8a943591fa768571
Source dataset
uspto-grants-2014_02
Patent number
US08658635B2

Reaction notes

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