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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 392343Generated: October 25, 2026

Ethyl Acetate → 6-Fluoro-3,4-dihydro-3-oxo-2-pyrazinecarbonitrile

https://huagongshe.com/reaction/392343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium ThiosulfateHCID 24477—
ReactantDiammonium cerium nitrateHCID 14029277—
Reactant3-[4-(Benzyloxy)phenoxy]-6-fluoro-2-pyrazinecarbonitrileHCID 22662834—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product6-Fluoro-3,4-dihydro-3-oxo-2-pyrazinecarbonitrileHCID 22662785—

Reaction Steps

In a mixture of 30 mL of acetonitrile and 15 mL of water was dissolved 1.0 g of 3-[4-(benzyloxy)phenoxy]-6-fluoro-2-pyrazinecarbonitrile. After adding 8.5 g of diammonium cerium nitrate, the mixture thus obtained was heated under reflux for 3 hours. The reaction mixture was returned to room temperature, a mixture consisting of 50 mL of ethyl acetate, 5 ml of water and 5 mL of 5% aqueous solution of sodium thiosulfate was added, and the organic layer was separated. The organic layer thus obtained was washed with saturated aqueous solution of sodium chloride, treated with active charcoal and dried on anhydrous magnesium sulfate, and then the solvent was removed under reduced pressure. Thus, 6-fluoro-3-oxo-3,4-dihydro-2-pyrazinecarbonitrile was obtained as a yellow-colored solid product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06800629B2
Source datasetuspto-grants-2004_10
ORD IDord-87c12236ab3e4649a86e3b6f8710198d
Source noteuspto-grants-2004_10