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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499537Generated: October 25, 2026

Ethyl Acetate → 2-Cyano-6-(1-methyl-1H-imidazol-2-yl)thiopyridine

https://huagongshe.com/reaction/499537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant6-Chloropyridine-2-carbonitrileHCID 118424—
ReactantHCID 178480602HCID 178480602—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-Cyano-6-(1-methyl-1H-imidazol-2-yl)thiopyridineHCID 22939455263.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

2-Mercapto-1-methyl-1H-imidazole (0.91 g, 7.94 mmol) and sodium hydride (60% in oil, 0.35 g, 8.66 mmol) were dissolved in DMF (30 ml), and 2-chloro-6-cyanopyridine (1.05 g, 3.00 mmol) was added thereto. The reaction mixture was stirred at 70° C. for 18 hrs and 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 (1.71 g, ca. 100%) as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767665B2
Source datasetuspto-grants-2010_08
ORD IDord-ff4ddc7ab63e4ab4b1b996701d32d2f5
Source noteuspto-grants-2010_08