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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 375703Generated: October 25, 2026

4-Chlorobenzoyl chloride → 4-Cyano-1-methyl-5-(p-chlorobenzoylthioureido)-pyrazole

https://huagongshe.com/reaction/375703

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorobenzoyl chlorideHCID 8501—
Reactant5-Amino-1-methyl-1H-pyrazole-4-carbonitrileHCID 219740—
ReactantHCID 178514171HCID 178514171—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
Product4-Cyano-1-methyl-5-(p-chlorobenzoylthioureido)-pyrazoleHCID 8674922665%

Reaction Conditions

Temperature25 °C

Reaction Steps

6.4 ml (50 mmol) of p-chlorobenzoyl chloride were added to a solution of 4.2 g (55 mmol) of ammonium isothiocyanate in 100 ml of acetone at about 20° C. Stirring was carried out for 30 minutes, after which a solution of 6.1 g (50 mmol) of 5-amino-4-cyano-1-methylpyrazole in 100 ml of acetone was slowly added dropwise at 50° C. This mixture was heated at the boil for 4 hours, cooled to about 25° C. and then diluted with 1000 ml of water. The product was extracted with ethyl acetate. Yield: 65%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05486618
Source datasetuspto-grants-1996_01
ORD IDord-1070cd6c4d1d44779b1534cb24d15279
Source noteuspto-grants-1996_01