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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2077Generated: October 25, 2026

Acetic Acid → 5-(4-Chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

https://huagongshe.com/reaction/2077

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyanoacetamideHCID 7898—
Reactant2-(4-Chlorophenyl)-3-(dimethylamino)acrylaldehydeHCID 3448972—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product5-(4-Chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrileHCID 2763910—

Reaction Steps

To solution of sodium methoxide (7.52 g) in methanol (130 ml) was added cyanoacetamide (5.84 g) followed by 2-(4-chlorophenyl)-3-dimethylaminopropenal and the resulting suspension was refluxed overnight. During this time a yellow solid was formed. The mixture was cooled to room temperature and glacial acetic acid (50 ml) was added followed by water (100 ml). The resulting yellow orange solid was filtered off, washed several times with water and dried to yield 8.1 g of 3-cyano-5-(4-chlorophenyl)-2-pyridinone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05728694
Source datasetuspto-grants-1998_03
ORD IDord-a1221841f9ed4c668ce3cbb810a9131e
Source noteuspto-grants-1998_03