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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1831321Generated: November 1, 2026

Dabco → HCID 69518032, compound

https://huagongshe.com/reaction/1831321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDabcoHCID 9237—
Reactant6-HydroxyquinolineHCID 11374—
ReactantCarbamic chloride, N-methyl-N-phenyl-HCID 77969—
SolventDichloromethaneHCID 6344—
ProductHCID 69518032HCID 6951803269.4%

Reaction Steps

A solution of 6-hydroxyquinoline (1.00 g, 6.89 mmol), N-methyl-N-phenylcarbamoyl chloride (1.17 g, 6.89 mmol) and 1,4-diazabicyclo[2,2,2]octane (0.77 g, 6.89 mmol) in dichloromethane (20 mL) was stirred at room temperature for 1.25 hours. More dichloromethane was added and the solution was extracted with water. The organic layer was dried over sodium sulphate, filtered and evaporated in vacuo. The residue was purified by flash column chromatography (SiO2, ethyl acetate:heptane 50:50). Evaporation of the solvent and recrystallised from ethylacetate/heptane yielded the title compound (1.33 g, 69% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067517B2
Source datasetuspto-grants-2006_06
ORD IDord-c78c197e9a27407281495cf1efaebdd0
Source noteuspto-grants-2006_06