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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465971Generated: October 27, 2026

Malonic Acid → 1-Methyl-2,4,6(1H,3H,5H)-pyrimidinetrione

https://huagongshe.com/reaction/1465971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
ReactantAcetic AnhydrideHCID 7918—
ReactantMethylureaHCID 11719—
SolventAcetic AcidHCID 176—
Product1-Methyl-2,4,6(1H,3H,5H)-pyrimidinetrioneHCID 7572265.8%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of malonic acid (80 g, 0.79 mol) and methylurea (50 g, 0.68 mol) in 180 ml of acetic acid at 70° C., acetic anhydride (130 ml, 1.37 mol) is added slowly. After the completion of the addition, the reaction mixture is stirred at 90° C. for 3 hours, and then cooled to room temperature. The solvent is removed under reduced pressure, and the residue is treated with 350 mL of ethanol to precipitate out yellowish solid. The solid is recrystallized from ethanol to give 63.1 g product as crystalline solids (Yield: 65.8%). m.p.=131.2-133.1° C. [Lit.': m.p.=130-131.5° C.].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000001B2
Source datasetuspto-grants-2015_04
ORD IDord-2b72d09462074b6a8b058576235d0098
Source noteuspto-grants-2015_04