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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1281084Generated: October 31, 2026

Urea → BARBITURIC ACID, 5-IPR

https://huagongshe.com/reaction/1281084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
ReactantDiethyl isopropylmalonateHCID 12966—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
ProductBARBITURIC ACID, 5-IPRHCID 8187469.7%

Reaction Conditions

Temperature20 °C

Reaction Steps

456 g (2.25 mol) of diethyl isopropylmalonate, 650 ml of a 30% methanolic sodium methoxide solution and 910 ml of methanol are charged to a 2 liter reactor equipped with an anchor stirrer. The mixture is brought to reflux for thirty minutes before adding 135 g (2.25 mol) of urea in the solid form while maintaining the reflux. The reaction mixture at the end of the reaction is a thick white suspension which is brought to dryness by evaporation of the methanol under vacuum. The residue is taken up in 1370 ml of water and then filtered after cooling to 20° C. The filtrate is treated by addition of the amount of hydrochloric acid needed to bring the pH to 2-3, and the precipitate obtained is filtered off under cold conditions and washed with ice-cold water in order to obtain 267 g of 5-(1-methylethyl)pyrimidine-2,4,6(1H,3H,5H)-trione.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06452006B1
Source datasetuspto-grants-2002_09
ORD IDord-09785d7a12f045d1b73381a2b99553c0
Source noteuspto-grants-2002_09