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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499566Generated: October 25, 2026

Tetrahydrofuran → 2-Cyano-6-[2-(dimethylamino)ethylthio]pyrazine

https://huagongshe.com/reaction/499566

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
ReactantCaptamine HydrochlorideHCID 25798—
Reactant6-Chloropyrazine-2-carbonitrileHCID 81303—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product2-Cyano-6-[2-(dimethylamino)ethylthio]pyrazineHCID 2293953548%

Reaction Steps

2-Dimethylaminoethanethiol hydrochloride salt (1.46 g, 10.0 mmol) and sodium hydride (60% in oil, 0.88 g, 22.0 mmol) were added to THF (50 ml), and 2-chloro-6-cyanopyrazine (1.40 g, 10.0 mmol) was added thereto. The mixture was stirred at room temperature for 18 hrs. The reaction mixture was combined with ethyl acetate and water. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was recrystallized from n-hexane-ethyl acetate to give the titled compound (1.00 g, 48%) as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-d2ceec83bc854dd18583a6682f2a90d1
Source noteuspto-grants-2010_08