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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 236290Generated: October 25, 2026

Cyanoacetic acid → 6-Amino-1-cyclopropyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

https://huagongshe.com/reaction/236290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanoacetic acidHCID 9740—
Reactant1-CyclopropylureaHCID 272626—
SolventAcetic AnhydrideHCID 7918—
Product6-Amino-1-cyclopropyl-1,2,3,4-tetrahydropyrimidine-2,4-dioneHCID 7131548—

Reaction Steps

To a solution of 64 g (0.75 mol) cyanoacetic acid and 250 ml of acetic anhydride was added 70 g (0.7 mol) of cyclopropylurea. The solution was stirred at 60°-70° C. for 2 hours. After cooling white crystals were filtered off and washed with ethanol. Yield 76.7 g (66%) (I). This was suspended in 200 ml of hot water and 55 ml of 5N NaOH was added in portions so the solution the whole time was basic. The reaction mixture was refluxed for 20 minutes and then neutralized with 5N HCl. After cooling, white crystals were filtered off. Yield 31.7 g (42%) (II) NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04644001
Source datasetuspto-grants-1987_02
ORD IDord-7f92b054974042b8a2378623eef532b5
Source noteuspto-grants-1987_02