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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774088Generated: October 25, 2026

Malonic Acid → 1-Benzyl-3-phenylbarbituric acid

https://huagongshe.com/reaction/1774088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
ReactantAcetic AnhydrideHCID 7918—
Reactant1-Benzyl-3-phenylureaHCID 280363—
SolventTolueneHCID 1140—
Product1-Benzyl-3-phenylbarbituric acidHCID 2170875170.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

In a 300-ml glass flask equipped with a thermometer, a reflux condenser and a stirrer, 5.0 g of N-benzyl-N′-phenylurea synthesized in Exemplary Synthesis 1, 2.5 g of malonic acid, 20 ml of toluene, and 5.6 g of acetic anhydride were put, the content was heated under stirring so as to adjust the inner temperature to 80° C., and kept under stirring at 80° C. for 3 hours. The content was then cooled to 50° C., washed with 15 ml of water, and the aqueous phase was discarded. The organic layer was kept under stirring at room temperature, and 5 ml of isopropanol was dropped therein. The content was further stirred at 10° C. or below for 0.5 hours, filtered under suction to collect a deposited crystal, the crystal was washed with cold isopropanol, and dried, to thereby obtain 4.6 g of 1-benzyl-3-phenylbarbituric acid as an intermediate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09256099B2
Source datasetuspto-grants-2016_02
ORD IDord-b8a0fa979ae9477e9cd451768f598491
Source noteuspto-grants-2016_02