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Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-6-Methyl-4-(trifluoroMethyl)quinoline is used as a building block for the synthesis of various pharmaceutical products due to its potential biological activities, including anti-inflammatory and anti-cancer properties. Its unique structure allows for the development of new drugs with improved therapeutic effects.
Used in Agrochemical Industry:
In the agrochemical industry, 2-Hydroxy-6-Methyl-4-(trifluoroMethyl)quinoline is utilized as a precursor for the synthesis of agricultural products, contributing to the development of more effective and safer agrochemicals.
Used in Analytical Chemistry:
2-Hydroxy-6-Methyl-4-(trifluoroMethyl)quinoline is used as a fluorescent probe in analytical chemistry, taking advantage of its fluorescent properties for sensitive detection and analysis of various compounds and biomolecules.
Used in Bioimaging Applications:
Due to its fluorescent properties, 2-Hydroxy-6-Methyl-4-(trifluoroMethyl)quinoline is employed in bioimaging applications, allowing for the visualization and tracking of biological processes at the molecular level, which is crucial for understanding disease mechanisms and developing targeted therapies.

InChI:InChI=1/C11H8F3NO/c1-6-2-3-9-7(4-6)8(11(12,13)14)5-10(16)15-9/h2-5H,1H3,(H,15,16)

Upstream product

• 106-49-0 p-toluidine 
• 643734-90-1 4,4,4-trifluoro-3-oxo-N-(4'-methylphenylamino)butyramide 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 404597-17-7 3,4,4,4-tetrafluoro-but-2-enoic acid p-tolylamide 

Relevant academic research and scientific papers

An Improved Access to 4-Trifluoromethyl-2(1H)-quinolinones: The "Watering Protocol"

Condensation of anilines with ethyl 4,4,4-trifluoroacetoacetate (7) to afford the corresponding 4,4,4-trifluoro-3-oxobutaneanilides (10), precursors to 4-(trifluoromethyl)-2-quinolinones (11), can be favored and the competing condensation to produce the e

4-(Trifluoromethyl)quinoline derivatives

Under carefully controlled conditions, ethyl 4,4,4-trifluoroacetoacetate (ethyl 4,4,4-trifluoro-3-oxobutanoate) can be condensed with anilines and subsequently cyclized to give 4-trifluoromethyl-2-quinolinones 1 although only in poor yield. Heating these products with phosphoryl tribromide affords 2-bromo-4-(trifluoromethyl)quinolines 2 which can be converted into 4-(trifluoromethyl)quinolines 3 by reduction, 4-trifluoromethyl-2-quinolinecarboxylic acids 4 by permutational halogen/metal exchange followed by carboxylation, and 2-bromo-4-trifluoromethyl-3-quinolinecarboxylic acids 5 by consecutive treatment with lithium diisopropylamide and dry ice. Debromination of acids 5 makes 4-trifluoromethyl-3-quinolinecarboxylic acids 6 available. As at any time 2-trifluoromethyl-4-quinolinones 9 may form instead of the expected isomers 1, the structures have to be assigned on the basis of unequivocal NMR spectral criteria. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Facile and regioselective synthesis of 4-fluoroalkyl-2-quinolinol

4-Fluoroalkyl-2-quinolinols were regioselectively synthesized in moderate to high yields by acid-assisted intramolecular ring-closure reaction of the corresponding N-aryl-3-oxa-polyfluoroalkanamides prepared from 2,2-dihydropolyfluoroalkanoic acids in two