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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606478Generated: October 29, 2026

Dimethylformamide → Ethyl 6-cyano-4-oxo-3,4-dihydroquinazoline-2-carboxylate

https://huagongshe.com/reaction/606478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
ReactantEthyl 6-iodo-4-oxo-3,4-dihydroquinazoline-2-carboxylateHCID 136014453—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductEthyl 6-cyano-4-oxo-3,4-dihydroquinazoline-2-carboxylateHCID 13605448968%

Reaction Conditions

Temperature80 °C

Reaction Steps

A suspension of ethyl 6-iodo-4-oxo-3,4-dihydroquinazoline-2-carboxylate (2.00 g, 5.81 mmol), zinc cyanide (375 mg, 3.19 mmol) and tetrakis(triphenylphosphine)palladium (336 mg, 0.29 mmol) in DMF (10 mL) was stirred at 80° C. for 5 hr under argon atmosphere. After cooling to room temperature, ethyl acetate was added to the reaction mixture. The precipitated solid was collected by filtration, washed with ethyl acetate, diisopropyl ether and water, dried over diphosphorus pentaoxide under reduced pressure to give the title compound as a pale-yellow powder (965 mg, 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915267B2
Source datasetuspto-grants-2011_03
ORD IDord-9df02a159c364311a50b8e63885e558e
Source noteuspto-grants-2011_03