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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 990729Generated: October 26, 2026

Ethyl Acetate → 2-(2-Phenyl-1,3-thiazol-4-yl)acetonitrile

https://huagongshe.com/reaction/990729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CyanideHCID 9032—
Reactant4-(Chloromethyl)-2-phenyl-1,3-thiazoleHCID 236969—
CatalystDibenzo-18-crown-6HCID 26541—
SolventAcetonitrileHCID 6342—
Product2-(2-Phenyl-1,3-thiazol-4-yl)acetonitrileHCID 22384473.8%

Reaction Steps

1.39 g of 4-chloromethyl-2-phenylthiazole was dissolved in 10 ml of acetonitrile, and 0.65 g of potassium cyanide and 0.05 g of dibenzo-18-crown-6-ether were added thereto at room temperature, and then heated under reflux for 10 hours. After the temperature was returned to room temperature, ethyl acetate was added the resulting mixture, and the insoluble solid was removed through filtration. The resulting ethyl acetate solution was washed with saturated saline and water, and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residual product was purified through silica gel column chromatography to obtain 0.98 g of 4-cyanomethyl-2-phenylthiazole from the fraction eluted with chloroform.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06462049B1
Source datasetuspto-grants-2002_10
ORD IDord-8b537a46b0d449f7bf96bf1e53834525
Source noteuspto-grants-2002_10