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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 442962Erstellt: 24. Oktober 2026

2-Nitro-4-toluonitrile → 2-Amino-4-methylbenzonitrile

https://huagongshe.com/de/reaction/442962

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Nitro-4-toluonitrileHCID 96235—
KatalysatorPalladiumHCID 23938—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-Amino-4-methylbenzonitrileHCID 280127683,2%

Reaktionsschritte

A mixture of 4-methyl-2-nitrobenzonitrile (4.9 g, 30 mmol) and 10% palladium on carbon (500 mg) in 1,4-dioxane (60 mL) was stirred under hydrogen (balloon) overnight. The catalyst was removed by filtration through the Celite, and the filtrate was concentrated in vacuo. The residue was purified by flash chromatography (dichloromethane) to give the title compound as a pale yellow solid (3.3 g, 83%). 1H-NMR (300 MHz, CDCl3) δ 7.26 (d, J=8.3 Hz, 1H), 6.56 (s, 1H), 6.55 (s, 1H), 4.32 (br s, 2H), 2.29 (s, 3H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05891909
Quelldatensatzuspto-grants-1999_04
ORD IDord-9cfd7fd935834a369adcceeb8e01b05c
Quellennotizuspto-grants-1999_04