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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12667Generated: October 27, 2026

ethyl N-(2-cyano-3-ethoxyacryloyl)carbamate → 1-(3,3-Diethoxy-propyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/12667

Reaction equation

Participants

RoleNameHCIDCharge
Reactantethyl N-(2-cyano-3-ethoxyacryloyl)carbamateHCID 230015—
Reactant1-Amino-3,3-diethoxypropaneHCID 521029—
SolventWaterHCID 962—
Product1-(3,3-Diethoxy-propyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbonitrileHCID 5899419092.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

(2-Cyano-3-ethoxy-acryloyl)-carbamic acid ethyl ester (Prep 33, 300 mg, 1.42 mmol) was suspended in water (20 mL); 3,3-diethoxypropylamine (460 μl, 2.84 mmol) was added and the mixture warmed at 80° C. for 10 minutes. The reaction mixture was lyophilized and the residue was purified by flash chromatography with petroleum ether-ethyl acetate (1-1) to give 350 mg of the title compound (91% yield)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727988B2
Source datasetuspto-grants-2010_06
ORD IDord-62cee4579b5c4dd7a0d29b59c51a8f86
Source noteuspto-grants-2010_06