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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092332Generated: October 31, 2026

Diethyl Ether → Diethyl 2-((2-oxo-1,2-dihydropyridin-3-ylamino)methylene)malonate

https://huagongshe.com/reaction/2092332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantDiethyl (ethoxymethylene)malonateHCID 6871—
Reactant3-Amino-2-pyridinolHCID 322353—
SolventIsopropanolHCID 3776—
ProductDiethyl 2-((2-oxo-1,2-dihydropyridin-3-ylamino)methylene)malonateHCID 1286840363.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

3-Aminopyridin-2(1H)-one (9.00 g, 81.7 mmol) was treated with diethyl ethoxymethylenemalonate (24.6 ml, 123 mmol) and heated to 100° C. After 3 hours, the reaction was cooled down and diluted with isopropyl alcohol. The solid that crashed out was collected by suction filtration and washed well with IPA and then ether to give diethyl 2-((2-oxo-1,2-dihydropyridin-3-ylamino)methylene)malonate (14.5 g, 63.3% yield) as a greenish solid. MS(M+H)+ 281.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440674B2
Source datasetuspto-grants-2013_05
ORD IDord-5259ed6de34a408abab69647f7dedecb
Source noteuspto-grants-2013_05