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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1256595Erstellt: 26. Oktober 2026

Ammonium Chloride → 2-(3-fluoropyridin-4-yl)-1-methyl-5-trifluoromethyl-1H-benzimidazole

https://huagongshe.com/reaction/1256595

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
EduktN1-Methyl-4-(trifluoromethyl)benzene-1,2-diamineHCID 715666—
Edukt3-FluoroisonicotinaldehydeHCID 2763003—
EduktSodium BisulfiteHCID 23665763—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(3-fluoropyridin-4-yl)-1-methyl-5-trifluoromethyl-1H-benzimidazoleHCID 6661152262%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 1.90 g of N1-methyl-4-trifluoromethylbenzene-1,2-diamine, 1.49 g of 3-fluoropyridine-4-carbaldehyde, 3.12 g of sodium bisulfite and 20 ml of DMF was stirred for 1.5 hours while heating at 80° C., then, was stirred for 2 hours while heating at 120° C. After cooling down to room temperature, a saturated ammonium chloride aqueous solution was poured, and the mixture was extracted three times with ethyl acetate. The combined organic layers were dried over magnesium sulfate, then, concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 1.83 g of 2-(3-fluoropyridin-4-yl)-1-methyl-5-trifluoromethyl-1H-benzimidazole (hereinafter, referred to as present active compound 4).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08461181B2
Quelldatensatzuspto-grants-2013_06
ORD IDord-1515521152354cd49d7dd40bbfb5e865
Quellennotizuspto-grants-2013_06