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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 131315Erstellt: 26. Oktober 2026

2-Bromo-4-isopropylaniline → 2-Amino-5-isopropylbenzonitrile

https://huagongshe.com/reaction/131315

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Bromo-4-isopropylanilineHCID 521337—
EduktHCID 178418546HCID 178418546—
LösungsmittelWaterHCID 962—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produkt2-Amino-5-isopropylbenzonitrileHCID 2109346357,1%

Reaktionsschritte

Combine 2-bromo-4-isopropyl aniline (7.5 g, 35 mmol) and copper (I) cyanide (3.76 g, 42 mmol) in NMP (30.0 mL) and heat at 200° C. for 2 hours. Cool to ambient temperature and dilute with water (300 mL). Extract with ethyl acetate to give 4.58 g of the crude product. Silica gel chromatography, eluting with methylene chloride, gives 3.20 g of the title compound as a red oil: mass spectrum (ion spray): m/z=161 (M+1); 1H NMR (300 MHz, DMSO-d6): δ 7.21 (m, 2H), 6.73 (d, 1H), 5.79 (s, 2H), 2.73 (quintet, 1H), 1.12 (d, 6H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07384934B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-979f34385a684c62a65d70af58c882df
Quellennotizuspto-grants-2008_06