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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 349928Generated: October 30, 2026

Dimethylformamide → (1-benzyl-5-phenyl-1H-pyrazol-4-yl)acetonitrile

https://huagongshe.com/reaction/349928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CyanideHCID 9032—
Reactant1-benzyl-4-chloromethyl-5-phenyl-1H-pyrazoleHCID 23025044—
SolventWaterHCID 962—
Product(1-benzyl-5-phenyl-1H-pyrazol-4-yl)acetonitrileHCID 2302486144%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 1-benzyl-4-chloromethyl-5-phenyl-1H-pyrazole (8.31 g), potassium cyanide (2.87 g), and N,N-dimethylformamide (100 ml) was stirred for 15 hours at 90° C., and poured into water, which was extracted with ethyl acetate. The ethyl acetate layer was washed with water and then with saturated aqueous sodium chloride solution, dried (MgSO4), and then concentrated. The residue was subjected to silica gel column chromatography, and (1-benzyl-5-phenyl-1H-pyrazol-4-yl)acetonitrile (3.50 g, yield: 44%) was obtained as a colorless oily substance from the fraction eluted with ethyl acetate-hexane (1:2, volume ratio).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179823B1
Source datasetuspto-grants-2007_02
ORD IDord-e94eaae61c404a3094fc68d0602349e7
Source noteuspto-grants-2007_02