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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1521624Erstellt: 26. Oktober 2026

Lawesson's reagent → 6-bromo-8-chloro-3,4-dihydroquinoline-2(1H)-thione

https://huagongshe.com/reaction/1521624

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLawesson's reagentHCID 87949—
Edukt6-Bromo-8-chloro-3,4-dihydroquinolin-2(1H)-oneHCID 70979772—
LösungsmittelTolueneHCID 1140—
Produkt6-bromo-8-chloro-3,4-dihydroquinoline-2(1H)-thioneHCID 89961604—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a stirred solution of 6-bromo-8-chloro-3,4-dihydroquinolin-2(1H)-one (80-1; 10 g, 0.038 mol) in toluene (130 mL) was added Lawesson's reagent (7.7 g, 0.019 mol). Reaction mass was refluxed at 100° C. for 3 h. The reaction mixture was concentrated and directly purified by silica gel column chromatography to obtain title compound. 1H NMR (400 MHz, DMSO-d6) δ: 11.25 (s, 1H), 7.61-7.60 (d, J=2.4 Hz, 1H), 7.48 (s, 1H), 2.96-2.93 (m, 2H), 2.85-2.81 (m, 2H). MS (M+2): 277.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09073929B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-82d59694bcf54d2a820b1e4ff8bb5270
Quellennotizuspto-grants-2015_07