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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 463294Generated: October 25, 2026

Methylmalonic Acid → 1,3,5-Trimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione

https://huagongshe.com/reaction/463294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylmalonic AcidHCID 487—
ReactantN,N'-DimethylureaHCID 7293—
ReactantAcetic AnhydrideHCID 7918—
SolventAcetic AcidHCID 176—
Product1,3,5-Trimethyl-2,4,6(1H,3H,5H)-pyrimidinetrioneHCID 8182042%

Reaction Conditions

Temperature90 °C

Reaction Steps

75 g (0.85 mol) of 1,3-dimethylurea and 102 g (0.86 mol) of methyl malonic acid were dissolved in 300 ml of glacial acetic acid at 65° C. To the solution was added 330 ml of acetic anhydride, the temperature was gradually raised and the mixture was refluxed by heating at 90° C. for 6 hours. The reaction solution was concentrated under reduced pressure, and benzene was added to the residue. The crystals thus-deposited were collected by filtration and recrystallized from benzene to obtain 60 g of 1,3,5-trimethylbarbituric acid. Yield: 42%, Melting Point: 83° to 85° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04518685
Source datasetuspto-grants-1985_05
ORD IDord-f269a157919840d7a4b8c7fd091a9142
Source noteuspto-grants-1985_05