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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 263973Generated: October 25, 2026

4-Chlorobenzaldehyde → Methyl 5-acetyl-2,6-dimethyl-4-(4-chlorophenyl)-1,4-dihydropyridine-3-carboxylate

https://huagongshe.com/reaction/263973

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorobenzaldehydeHCID 7726—
ReactantMethyl acetoacetateHCID 7757—
Reactant4-Amino-3-penten-2-oneHCID 136873—
SolventIsopropanolHCID 3776—
ProductMethyl 5-acetyl-2,6-dimethyl-4-(4-chlorophenyl)-1,4-dihydropyridine-3-carboxylateHCID 15337221—

Reaction Steps

5.64 g (40 mmol) of 4-chlorobenzaldehyde, 4.0 g (40 mmol) of 4-aminopent-3-en-2-one and 4.6 g (40 mmol) of methyl acetoacetate are heated to reflux for 12 h in 100 ml of isopropanol. The reaction mixture is allowed to cool and is concentrated. 1.85 g of the title compound crystallize from Et2O.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05646166
Source datasetuspto-grants-1997_07
ORD IDord-28c0316e636846f197225b123a7a9827
Source noteuspto-grants-1997_07