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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2176Generated: October 24, 2026

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

https://huagongshe.com/en/reaction/2176

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 numberUS05728715
Source datasetuspto-grants-1998_03
ORD IDord-0e60e058e5c041cbbf3f3bd73811d422
Source noteuspto-grants-1998_03