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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 8152Erstellt: 25. Oktober 2026

Ammonium formate → 3-fluoro-4-(2-methyl-1H-imidazol-1-yl)aniline

https://huagongshe.com/reaction/8152

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium formateHCID 2723923—
Edukt1-(2-fluoro-4-nitrophenyl)-2-methyl-1H-imidazoleHCID 21876645—
KatalysatorPalladiumHCID 23938—
LösungsmittelMethanolHCID 887—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-fluoro-4-(2-methyl-1H-imidazol-1-yl)anilineHCID 21876620100,1%

Reaktionsschritte

3-Fluoro-4-(2-methylimidazol-1-yl)nitrobenzene (40 g, 0.181 M) was dissolved in a mixture of methanol (200 ml) and tetrahydrofuran (800 ml), cooled to 0° under nitrogen, and treated with ammonium formate (57 g, 0.905 M) followed by palladium on charcoal (10%, 2 g). The mixture was stirred at ambient temperature for 18 hours, filtered through celite, celite washed with methanol (100 ml), and filtrate evaporated to dryness. The residue was partitioned between ethyl acetate (800 ml) and 10% aqueous sodium bicarbonate (250 ml). The organic layer was separated, washed with brine (250 ml), dried (magnesium sulfate) and evaporated to give title compound (34.6 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087629B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-0f65b8e12b144f6f95b7f3ce346cb7c1
Quellennotizuspto-grants-2006_08