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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890162Generated: November 1, 2026

3-Chlorobenzaldehyde → 5-(3-Phenyl-2-propene-1-yl) 3-(2-cyanoethyl) 4-(3-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

https://huagongshe.com/reaction/890162

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-ChlorobenzaldehydeHCID 11477—
ReactantAmmonium AcetateHCID 517165—
Reactant2-Cyanoethyl prop-2-ynoateHCID 20493224—
Reactant(3-Phenyl-2-propene-1-yl) propiolateHCID 53746771—
SolventAcetic AcidHCID 176—
Product5-(3-Phenyl-2-propene-1-yl) 3-(2-cyanoethyl) 4-(3-chlorophenyl)-1,4-dihydropyridine-3,5-dicarboxylateHCID 69589868—

Reaction Steps

493 mg (4.0 mmol) of (2-cyanoethyl) propiolate, 745 ml (4.0 mmol) of (3-phenyl-2-propene-1-yl) propiolate, 0.453 ml (4.0 mmol) of 3-chlorobenzaldehyde and 617 mg (8.0 mmol) of ammonium acetate were heated at 60° C. under stirring in 8 ml of acetic acid for 12 hours. Acetic acid was evaporated under reduced pressure, and the residue was purified by the silica gel chromatography (hexane/ethyl acetate=1/1) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06995179B2
Source datasetuspto-grants-2006_02
ORD IDord-28dfbe147392458b8579f387dea07187
Source noteuspto-grants-2006_02