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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570730Generated: October 27, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → Ethyl 3-amino-1-(2,4-dimethoxybenzyl)-2-oxo-1,2-dihydropyridine-4-carboxylate

https://huagongshe.com/reaction/570730

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
ReactantEthyl 5-amino-1-(2,4-dimethoxybenzyl)-6-oxo-1,2,3,6-tetrahydropyridine-4-carboxylateHCID 86685387—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductEthyl 3-amino-1-(2,4-dimethoxybenzyl)-2-oxo-1,2-dihydropyridine-4-carboxylateHCID 8668538960.5%

Reaction Steps

To a solution of ethyl 5-amino-1-(2,4-dimethoxybenzyl)-6-oxo-1,2,3,6-tetrahydropyridine-4-carboxylate (890 mg) in toluene (20 ml) was added 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (785 mg) at room temperature, and the mixture was heated under reflux for 30 min, allowed to be cooled to room temperature, and diluted with ethyl acetate. The insoluble material was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (535 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023858B2
Source datasetuspto-grants-2015_05
ORD IDord-8451aa8f837c4a58b83a43db5ef4ca5f
Source noteuspto-grants-2015_05