Thionyl Chloride → 1-Isopropyl-1H-pyrazole-5-carbonyl chloride

HRID 244685Notes

Reaction equation

S(Cl)([Cl:3])=O.[CH3:5][CH:6]([N:8]1[C:12]([C:13]([OH:15])=O)=[CH:11][CH:10]=[N:9]1)[CH3:7]>>[CH3:5][CH:6]([N:8]1[C:12]([C:13]([Cl:3])=[O:15])=[CH:11][CH:10]=[N:9]1)[CH3:7]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 31509471-(propan-2-yl)-1H-pyrazole-5-carboxylic acid

Product 1

HCID 583564221-Isopropyl-1H-pyrazole-5-carbonyl chloride

Conditions

Temperature: 80 °C

Procedure

Thionyl chloride (5 ml) was added to 1-(1-methylethyl)-1H-pyrazole-5-carboxylic acid (1 g) and the reaction was heated at 80° C. for 5 h. The reaction was evaporated, then azeotroped with toluene to give title compound, 856 mg.

Workup

customThe reaction was evaporated
customazeotroped with toluene

Sources & evidence

ORD record: ord-270bd04e4d5e40fc80dfaf99e709ba8c
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08658635B2

Reaction notes

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