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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7635Erstellt: 23. Oktober 2026

Diethyl oxalacetate → Ethyl 2-amino-6-oxo-3,6-dihydropyrimidine-4-carboxylate

https://huagongshe.com/de/reaction/7635

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl oxalacetateHCID 66951—
EduktCarbonic acid-guanidine (1:1)HCID 286947—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
ProduktEthyl 2-amino-6-oxo-3,6-dihydropyrimidine-4-carboxylateHCID 135449811—

Reaktionsschritte

A solution of oxalacetic acid diethyl ester (8.5 g, 45.2 mmol) in ethanol (100 mL) was treated with guanidine carbonate (8.1 g, 45.2 mmol) and this was stirred under reflux for 2 hours. The mixture was diluted with water, concentrated to removed ethanol, and the solid was collected by filtration. The solid was then suspended in ethanol (40 mL) and concentrated hydrochloric acid (1 mL) and refluxed for 15 minutes. The mixture was then cooled, basified with potassium carbonate, diluted with water and concentrated to removed ethanol. The white solid was collected by filtration and vacuum dried to give J1.1 (1.67 g, 20%). 1H-NMR (DMSO-d6) δ: 10.34 (1H, br s), 8.92 (1H, br s), 7.46 (1H, br, s), 5.42 (1H, s), 4.18 (2H, q, J=7 Hz), 1.24 (3H, t, J=7 Hz).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087614B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-764d1c4e0aa144ca945e165640b2174a
Quellennotizuspto-grants-2006_08