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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521578Generated: October 31, 2026

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

https://huagongshe.com/reaction/1521578

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant6-Bromo-3,4-dihydroquinolin-2(1H)-oneHCID 14373281—
SolventTolueneHCID 1140—
Product6-Bromo-3,4-dihydroquinoline-2(1H)-thioneHCID 57370990—

Reaction Conditions

Temperature110 °C

Reaction Steps

6-bromo-3,4-dihydroquinolin-2-(1H)-one (1.00 g, 4.42 mmol) and 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane2,4-disulfide (0.895 g, 2.21 mmol) were suspended in toluene (110 mL) and then heated to 110° C. overnight. The reaction was then cooled to room temperature and concentrated under reduced pressure. Dichloromethane was added, giving a mixture that was filtered to provide the title compound: LCMS m/z 243.95 [M+2+H]+; 1H NMR (500 MHz, DMSO) δ 7.44 (s, 1H), 7.39 (d, J=8.4 Hz, 1H), 7.01 (d, J=8.4 Hz, 1H), 2.92-2.89 (m, 2H), 2.81-2.78 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-36f8bb2f68874059bec83322927d43bc
Source noteuspto-grants-2015_07