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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194527Generated: November 1, 2026

Diethyl Malonate → Ethyl 1,2-dihydro-2-oxo-1-phenyl-1,8-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/2194527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl MalonateHCID 7761—
ReactantPiperidineHCID 8082—
ReactantHCID 13983610HCID 13983610—
SolventEthanolHCID 702—
ProductEthyl 1,2-dihydro-2-oxo-1-phenyl-1,8-naphthyridine-3-carboxylateHCID 6701057979.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

6.28 g (31.7 mmol) of 2-(phenylamino)nicotinaldehyde was dissolved in ethanol (150 mL), and 7.62 g (47.6 mmol) of diethyl malonate and 1.35 g (15.9 mmol) of piperidine were added thereto. The resulting mixture was stirred overnight at 100° C. The reaction mixture was cooled, and a solid precipitated thereby was separated by filtration. The solid was washed sequentially with ethanol and diisopropyl ether. Thus, 7.42 g of the title compound was obtained as a pale yellow solid (yield: 800).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334236B2
Source datasetuspto-grants-2012_12
ORD IDord-96944cf5db6744d3bc7dda3345aeedff
Source noteuspto-grants-2012_12