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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469188Generated: October 30, 2026

Water → 6-Iodoquinoline

https://huagongshe.com/reaction/469188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium IodideHCID 5238—
ReactantIodide IonHCID 30165—
Reactant6-BromoquinolineHCID 79243—
CatalystCopperHCID 23978—
Solvent1-ButanolHCID 263—
Product6-IodoquinolineHCID 2039855380%

Reaction Conditions

Temperature120 °C

Reaction Steps

6-bromoquinoline (80.1 g, 0.385 mol) is dissolved in n-butanol (0.8 L). Copper catalyst CuI (3.7 g, 0.019 mol), a copper-ligand N,N′-dimethylethylenediamine (3.4 g, 0.0385 mol) and an iodide source NaI (115.5 g, 0.770 mol) are added and the mixture is heated in a heating jacket, under inert atmosphere to 120° C. After work-up (0.8 L water is added to the reaction mixture, the organic layer is separated off and evaporated) and purification (the crude evaporation residue was crystallized from 150 mL diisopropylether), 6-iodoquinoline was obtained in 80% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629144B2
Source datasetuspto-grants-2014_01
ORD IDord-d0b1883730fe4c7eafa57729e9a888eb
Source noteuspto-grants-2014_01