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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1356009Erstellt: 25. Oktober 2026

Carbonic acid-guanidine (1:1) → 2-amino-6-furan-2-yl-5-methyl-3H-pyrimidin-4-one

https://huagongshe.com/reaction/1356009

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCarbonic acid-guanidine (1:1)HCID 286947—
EduktEthyl 3-(furan-2-yl)-2-methyl-3-oxopropanoateHCID 12143105—
LösungsmittelEthanolHCID 702—
Produkt2-amino-6-furan-2-yl-5-methyl-3H-pyrimidin-4-oneHCID 135402458123,1%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

Following the method of Rorig and Nicholson (U.S. Pat. No. 2,710,867), a mixture of 3.00 g (15.3 mmol) (RS)-3-furan-2-yl-2-methyl-3-oxo-propionic acid ethyl ester and 1,38 g (7.65 mmol) guanidine carbonate in 20 ml ethanol was heated at 100° C. for 16 hours. The reaction mixture was then cooled to 0° C., whereupon the resulting crystals were collected by filtration and washed sequentially with water and with ice-cold ethanol to afford 1.80 g (62%) 2-amino-6-furan-2-yl-5-methyl-3H-pyrimidin-4-one as a white crystalline solid. ES-MS m/e (%): 190 ([M—H]−, 100).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06586441B2
Quelldatensatzuspto-grants-2003_07
ORD IDord-e8151700ff21411b83c9c3d79e7486d6
Quellennotizuspto-grants-2003_07