Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301692Generated: October 30, 2026

2-Chloroquinoline → 2,2'-Biquinoline

https://huagongshe.com/reaction/2301692

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloroquinolineHCID 11928—
ReactantSodium HydroxideHCID 14798—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product2,2'-BiquinolineHCID 841243.4%

Reaction Conditions

Temperature82.5 °C

Reaction Steps

5.00 g of 2-chloroquinoline and 1.80 g of sodium hydroxide are dissolved in a mixture of 20 ml of water and 16 ml of methanol. Following the addition of 1.5 g of palladium (10% by weight on activated carbon) as catalyst, the mixture is stirred for 24 h at 80-85° C. at 0.1 MPa. Then, following cooling, the catalyst and the precipitated product are filtered off. Extraction of the catalyst gives 1.7 g of 2,2′-biquinoline (43% yield). According to 1H NMR, the crude product has a purity of about 98%. CAS Registry Number: 119-91-5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06500956B1
Source datasetuspto-grants-2002_12
ORD IDord-08ffef62082a4a439a89a092a712536d
Source noteuspto-grants-2002_12