Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446193Generated: October 25, 2026

Water → 6-[2-Nitro-4-(trifluoromethyl)phenoxy]quinoline-2-carbonitrile

https://huagongshe.com/reaction/446193

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant6-Hydroxyquinoline-2-carbonitrileHCID 14429534—
Reactant2-Nitro-4-trifluoromethylbenzene chlorideHCID 66608264—
SolventDimethyl SulfoxideHCID 679—
SolventDichloromethaneHCID 6344—
Product6-[2-Nitro-4-(trifluoromethyl)phenoxy]quinoline-2-carbonitrileHCID 5879769935%

Reaction Conditions

Temperature100 °C

Reaction Steps

The mixture of 2-cyano-6-hydroxyquinoline (0.50 g, 2.94 mmol), 2-nitro-4-trifluoromethylbenzene chloride (0.67 g, 2.94 mmol) and potassium carbonate (0.41 g, 2.97 mmol) in 30 ml of DMSO was heated to 100° C. for 30 min. Upon cooling to room temperature, the mixture was poured into 30 ml of cold water and exacted three times with methylene chloride. The combined organic layer was washed with water and dried over magnesium sulfate. The product was purified by flash chromatography using heptane/methylene chloride (1:2) as eluent in a yield of 35%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476450B2
Source datasetuspto-grants-2013_07
ORD IDord-72f8c18f7b4848229b893b2263e6f56f
Source noteuspto-grants-2013_07