Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 34467Erstellt: 23. Oktober 2026

Guanidine → 2,4-diamino-5-(7,8-dimethoxy-2H-1-benzopyran-5-ylmethyl)pyrimidine

https://huagongshe.com/de/reaction/34467

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktGuanidineHCID 3520—
EduktGuanidine HydrochlorideHCID 5742—
EduktSodium MethoxideHCID 10942334—
Edukt3-(7,8-Dimethoxy-2H-1-benzopyran-5-yl)-2-methoxymethylpropenenitrileHCID 54373447—
LösungsmittelMethanolHCID 887—
Produkt2,4-diamino-5-(7,8-dimethoxy-2H-1-benzopyran-5-ylmethyl)pyrimidineHCID 1284977242,8%

Reaktionsbedingungen

Temperatur3 °C

Reaktionsschritte

Guanidine hydrochloride (11.46 g, 0.12 mole) in methanol (25 mL) was added to sodium methoxide (6.55 g, 0.12 mole) in methanol (40 mL) and the resultant sodium chloride was filtered and washed with methanol (10 mL). The guanidine solution was added to 3-(7,8-dimethoxy-2H-1-benzopyran-5-yl)-2-methoxymethylpropenenitrile (11.5 g, 0.04 mole) and the mixture heated at reflux for 2 hr. Cooling the mixture at 3° C. provided 5.38 g of yellow solid in two crops. HPLC assayed yield of 28.6%. A sample recrystallized from alcohol/water gave mp 232°-4° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04761475
Quelldatensatzuspto-grants-1988_08
ORD IDord-817e59b075864a43ba1165743bca3c56
Quellennotizuspto-grants-1988_08