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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12685Generated: October 25, 2026

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

https://huagongshe.com/reaction/12685

Reaction equation

Participants

RoleNameHCIDCharge
Reactantethyl N-(2-cyano-3-ethoxyacryloyl)carbamateHCID 230015—
Reactant3,3-DiethoxybutylamineHCID 86014913—
SolventWaterHCID 962—
Product1-(3,3-Diethoxy-butyl)-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carbonitrileHCID 6869589283%

Reaction Conditions

Temperature80 °C

Reaction Steps

(2-Cyano-3-ethoxy-acryloyl)-carbamic acid ethyl ester (Prep32, 500 mg, 2.3 mmol) was suspended in water (20 mL) and 3,3-diethoxybutylamine (816 μl, 4.7) 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 553 mg of the title compound as a white solid (83% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727988B2
Source datasetuspto-grants-2010_06
ORD IDord-316478c22577439eb2471c1a36ff2cc8
Source noteuspto-grants-2010_06