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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59952Generated: October 25, 2026

Urea → 4-Oxo-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester

https://huagongshe.com/reaction/59952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
ReactantEthyl orthoformateHCID 31214—
ReactantDimethyl 3-oxoglutarateHCID 74591—
SolventO-XyleneHCID 7237—
Product4-Oxo-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl esterHCID 1139019982.3%

Reaction Steps

A mixture of dimethyl 3-oxopentanedioate (12 g, 69 mmol), CH(OEt)3 (15.1 g, 100 mmol) and urea (6 g, 100 mmol) in xylene (25 mL) was heated to reflux for 3 hours. The mixture was cooled to room temperature and the precipitate was filtered, washed with xylene and DCM to afford the title compound as white solid (yield 82.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440968B2
Source datasetuspto-grants-2016_09
ORD IDord-b7e52f2fac1f4af8908e41e0da758d72
Source noteuspto-grants-2016_09