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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 741598Generated: October 30, 2026

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

https://huagongshe.com/reaction/741598

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 numberUS05552409
Source datasetuspto-grants-1996_09
ORD IDord-66d45603f05d409fbf714dcf6827df2b
Source noteuspto-grants-1996_09