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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 481950Erstellt: 24. Oktober 2026

4-Methoxybenzenecarboximidamide → 2-(4-Methoxyphenyl)-4-(2-nitrophenyl)imidazole

https://huagongshe.com/de/reaction/481950

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-MethoxybenzenecarboximidamideHCID 229074—
Edukt2-Bromo-2'-nitroacetophenoneHCID 244025—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-(4-Methoxyphenyl)-4-(2-nitrophenyl)imidazoleHCID 17848892378,1%

Reaktionsbedingungen

Temperatur40 °C

Reaktionsschritte

A mixture of 2-bromo-2'-nitroacetophenone (18 g), 4-methoxybenzamidine (20 g), and silica gel (20 g) in acetonitrile (500 ml) is heated at 40° C. for 24 hours. The reaction is evaporated and the residue put on a layer of silica gel and eluted with 50% ethyl acetate/hexane (1500 ml). The solution is evaporated under reduced pressure to approximately 250 ml and extracted with 5% HCl (3×250 ml) . The combined aqueous solution is basified with K2CO3 and extracted with ethyl acetate (3×400 ml) to afford 2-(4-methoxyphenyl)-4-(2-nitrophenyl)-imidazole (17 g) as a dark yellow oil which is used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05792766
Quelldatensatzuspto-grants-1998_08
ORD IDord-9d60f882d102402f9eb08eac2373e8c7
Quellennotizuspto-grants-1998_08