Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75666Generated: October 28, 2026

Malonic Acid → HCID 59717185, compound

https://huagongshe.com/reaction/75666

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
ReactantAcetyl chlorideHCID 6367—
ReactantAcetic AnhydrideHCID 7918—
Reactant1-(2-Fluoro-4-iodophenyl)-3-methylureaHCID 59717351—
SolventHexaneHCID 8058—
SolventToluene waterHCID 22272177—
ProductHCID 59717185HCID 5971718569.6%

Reaction Conditions

Temperature65 °C

Reaction Steps

Under a nitrogen atmosphere, to 1-(2-fluoro-4-iodophenyl)-3-methylurea 63 (87.9 g) obtained in Step 1 and malonic acid 4 (31.1 g) were added acetic anhydride (264 ml) and acetyl chloride (42.5 ml), and the mixture was stirred at 65° C. for 3 hrs. After allowing to cool to room temperature, the reaction mixture was added dropwise to water-toluene [2:1 (volume ratio), 800 ml] with stirring, and hexane (132 ml) was successively added. The precipitated crystals were collected by filtration and dried to give 1-(2-fluoro-4-iodophenyl)-3-methylpyrimidine-2,4,6-trione 64 (75.3 g, yield 69.5%) as pale-yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835443B2
Source datasetuspto-grants-2014_09
ORD IDord-00c21218615e4e39b1adb70265ec2921
Source noteuspto-grants-2014_09