Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771117Generated: November 4, 2026

Diethyl Malonate → 1-(Prop-2-en-1-yl)pyrimidine-2,4,6(1H,3H,5H)-trione

https://huagongshe.com/reaction/1771117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl MalonateHCID 7761—
ReactantAllylureaHCID 11181—
ReactantSodiumHCID 5360545—
SolventEthanolHCID 702—
Product1-(Prop-2-en-1-yl)pyrimidine-2,4,6(1H,3H,5H)-trioneHCID 25071458%

Reaction Steps

9.2 g sodium thread (0.4 mol) was added to 300 mL anhydrous ethyl alcohol with stirring at room temperature. After the Na was dissolved completely, 30 mL diethyl malonate (0.2 mol) and 20 g allyl urea (0.2 mol) were added and refluxed for 5 hours. After the completion of reaction, sucking filtration was performed when the reaction solution was still hot. The filter cake was dissolved in 150 mL anhydrous ethyl alcohol and HCl was used to adjust the pH to 2˜3. After sucking filtration, the filtrate was left to stand for crystallization. After sucking filtration again, washing with anhydrous ethyl alcohol and drying, a white solid (19.5 g) was obtained. Yield: 58%, MS: 169 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249106B2
Source datasetuspto-grants-2016_02
ORD IDord-01f5796632e949de9c0dee5574170eda
Source noteuspto-grants-2016_02