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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1056052Erstellt: 26. Oktober 2026

N-(2-Bromophenyl)cinnamamide → 8-Bromo-1,2-dihydroquinolin-2-one

https://huagongshe.com/reaction/1056052

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-(2-Bromophenyl)cinnamamideHCID 764332—
EduktAluminum(III) ChlorideHCID 6451240—
LösungsmittelChlorobenzeneHCID 7964—
Produkt8-Bromo-1,2-dihydroquinolin-2-oneHCID 1093309467,2%

Reaktionsbedingungen

Temperatur125 °C

Reaktionsschritte

Aluminum chloride (2.6 g, 19.92 mmol) was added to a solution of N-(2-bromophenyl)cinnamamide (1.0 g, 3.32 mmol) in chlorobenzene, and the resulting mixture was heated at 125° C. for 2 h. The reaction mixture was then cooled to 50° C. and treated with ice-cold water (25 mL) to provide a brown precipitate. The precipitate was collected by vacuum filtration and dried in vacuo, then triturated with EtOH to provide 8-bromoquinolin-2(1H)-one (0.5 g, 67% yield) as an off-white solid. m/z (ESI, +ve) 226.2 (M+H)+

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09394297B2
Quelldatensatzuspto-grants-2016_07
ORD IDord-70bde04703204b5fb871d7eb38a46c36
Quellennotizuspto-grants-2016_07