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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2285901Generated: October 31, 2026

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

https://huagongshe.com/reaction/2285901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanoacetic acidHCID 9740—
ReactantButylureaHCID 11595—
SolventAcetic AnhydrideHCID 7918—
Product6-Amino-1-butyl-1,2,3,4-tetrahydropyrimidine-2,4-dioneHCID 2428996—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 46 g (0.55 mol) cyanoacetic acid and 100 ml of acetic anhydride was added 58 g (0.5 mol) of n-butylurea. The solution was stirred at 70° C. for 2 hours. After cooling white crystals were filtered off and washed with ethanol. Yield 68 g (74% (VII). This was stirred in 500 ml of water and 20 ml of 5 N 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 5 N HCl. After cooling, white crystals were filtered off. Yield 50.6 g (75%) (VIII), NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04325956
Source datasetuspto-grants-1982_04
ORD IDord-2c9bfa3d1d2d4bb283612e980e337774
Source noteuspto-grants-1982_04