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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 75522Erstellt: 23. Oktober 2026

p-Toluenesulfonic acid → 4-(5,6-dimethyl-1H-benzo[d]imidazol-2-yl)-2-fluorobenzo-nitrile

https://huagongshe.com/de/reaction/75522

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
Edukt4,5-Dimethyl-1,2-phenylenediamineHCID 76635—
Edukt2-Fluoro-4-formylbenzonitrileHCID 11217339—
LösungsmittelEthanolHCID 702—
Produkt4-(5,6-dimethyl-1H-benzo[d]imidazol-2-yl)-2-fluorobenzo-nitrileHCID 6760588468%

Reaktionsschritte

To a solution of 2-fluoro-4-formylbenzonitrile 1 (100 mg, 0.7 mmol) and 4,5-dimethyl benzene-1,2-diamine 2 (109 mg, 0.8 mmol) in ethanol (10 ml) was added a catalytic amount of p-toluenesulfonic acid (0.5 mg, 0.5 mmol). The mixture was stirred reflux for 2 hours and concentrated by rotor evaporation. The crude material was purified through column chromatography with 40% ethyl acetate in hexane to yield compound 3 as white solid (68% yield, 121 mg, confirmed by LCMS: 266.20).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835445B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-bfcf62b3d635493ba4417b87b12b94db
Quellennotizuspto-grants-2014_09