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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521647Generated: October 31, 2026

Lawesson's reagent → 6-bromo-5-chloro-3,4-dihydroquinoline-2(1H)-thione

https://huagongshe.com/reaction/1521647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant6-Bromo-5-chloro-1,2,3,4-tetrahydroquinolin-2-oneHCID 70979211—
SolventTolueneHCID 1140—
Product6-bromo-5-chloro-3,4-dihydroquinoline-2(1H)-thioneHCID 89961706—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred solution of 6-bromo-5-chloro-3,4-dihydroquinolin-2(1H)-one (143-5; 1.2 g, 0.0046 mol) in toluene (20 mL) was added Lawesson's reagent (1.8 g, 0.0046 mol). Reaction mass was refluxed at 100° C. for 12 h. The reaction mixture was concentrated and directly purified by silica gel column chromatography to obtain title compound 6-bromo-5-chloro-3,4-dihydroquinoline-2(1H)-thione. MS (M+1): 277.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-4a10e994832a43059918077d6957d353
Source noteuspto-grants-2015_07