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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521652Generated: October 30, 2026

Lawesson's reagent → 6-Bromo-2-thioxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile

https://huagongshe.com/reaction/1521652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant6-Bromo-2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrileHCID 70977455—
SolventTolueneHCID 1140—
Product6-Bromo-2-thioxo-1,2,3,4-tetrahydroquinoline-5-carbonitrileHCID 89156054—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred solution of 6-bromo-2-oxo-1,2,3,4-tetrahydroquinoline-5-carbonitrile (145-2; 1.3 g, 0.0052 mol) in toluene (20 mL) was added Lawesson's reagent (2.1 g, 0.0052 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. 1H NMR (400 MHz, CDCl3) δ 1H NMR (400 MHz, DMSO-d6) δ 7.612-7.561 (m, 1H), 6.980-6.959 (t, J=8.4 Hz, 1H), 3.779-3.769 (d, J=4 Hz, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-6c33252167a24270b9f9a223af999235
Source noteuspto-grants-2015_07