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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 280029Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/280029

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
PatentnummerUS04587342
Quelldatensatzuspto-grants-1986_05
ORD IDord-9e768bf9bff745e0b5c3dd1a637c04c9
Quellennotizuspto-grants-1986_05