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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1521623Erstellt: 25. Oktober 2026

Chlorosuccinimide → 6-Bromo-8-chloro-3,4-dihydroquinolin-2(1H)-one

https://huagongshe.com/reaction/1521623

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChlorosuccinimideHCID 31398—
Edukt6-Bromo-3,4-dihydroquinolin-2(1H)-oneHCID 14373281—
LösungsmittelDimethylformamideHCID 6228—
Produkt6-Bromo-8-chloro-3,4-dihydroquinolin-2(1H)-oneHCID 70979772—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a stirred solution of 6-bromo-3,4-dihydroquinolin-2(1H)-one (74-3; 20 g, 0.088 mol) in N,N-dimethylformamide (200 mL) was added N-chlorosuccinimide portion wise (17.7 g, 0.132 mol) at 80° C. Reaction mass was allowed to stir at 80° C. for 2 h. The reaction mixture was cooled and diluted with ice cold water. The precipitated solid filtered and dried to obtain title compound. 1H NMR (400 MHz, DMSO-d6) δ: 9.61 (bs, 1H), 7.52-7.51 (d, J=1.6 Hz, 1H), 7.41 (s, 1H), 2.93-2.90 (t, J=8 Hz, 2H). MS (M+1); 261.2.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09073929B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-713904bfce9a416f87c46f5f6ac8d4db
Quellennotizuspto-grants-2015_07