ChemicalBook--->CAS DataBase List--->23851-84-5

23851-84-5

23851-84-5 Structure

23851-84-5 Structure
IdentificationMore
[Name]

4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ETHYL ESTER
[CAS]

23851-84-5
[Synonyms]

4-HYDROXY-8-TRIFLUOROMETHYLQUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER
4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ETHYL ESTER
AKOS BBS-00002777
BUTTPARK 10\01-31
ETHYL 4-HYDROXY-8-(TRIFLUOROMETHYL)-3-QUINOLINECARBOXYLATE
ETHYL 4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLATE
4-hydroxy-8-(trifluoromethyl)-3-quinolinecarboxylicacidethylester
4-hydroxy-8-(trifluoromethyl)-3-quinolinecarboxylicaciethylester
Ethyl 4-oxo-8-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylate
4-Hydroxy-8-(trifluoromethyl)quinoline-3-
[EINECS(EC#)]

245-914-2
[Molecular Formula]

C13H10F3NO3
[MDL Number]

MFCD00173387
[Molecular Weight]

285.22
[MOL File]

23851-84-5.mol
Chemical PropertiesBack Directory
[Melting point ]

216 °C(Solv: ethanol (64-17-5))
[Boiling point ]

343.5±37.0 °C(Predicted)
[density ]

1.404±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[pka]

1.84±0.50(Predicted)
[Appearance]

White to off-white Solid
[CAS DataBase Reference]

23851-84-5(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Hazard Note ]

Irritant
[HS Code ]

2933499090
Spectrum DetailBack Directory
[Spectrum Detail]

4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ETHYL ESTER(23851-84-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-((2-TRIFLUOROMETHYLPHENYLAMINO)METHYLENE)MALONIC ACID DIETHYL ESTER

23779-94-4

4-HYDROXY-8-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ETHYL ESTER

23851-84-5

GENERAL METHOD: Diethyl [[[(trifluoromethyl)phenyl]amino}methylene]malonate (10.0 g, 0.030 mol) was mixed with Dowtherm (100 mL), heated to 250 °C and maintained at this temperature for 5 hours of reaction. Upon completion of the reaction, the mixture was cooled to 25 °C, followed by the addition of 150 mL of hexane and stirred for 10 minutes. The resulting solid product was collected by filtration and dried. The crude product was further purified by column chromatography with the eluent being a solvent mixture of petroleum ether and ethyl acetate (5:5, v/v), resulting in ethyl 4-hydroxy-8-trifluoromethylquinoline-3-carboxylate in white solid form.

[References]

[1] European Journal of Medicinal Chemistry, 2013, vol. 68, p. 422 - 432
[2] European Journal of Medicinal Chemistry, 2014, vol. 74, p. 324 - 332
[3] Patent: US2005/131014, 2005, A1. Location in patent: Page/Page column 28
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 3, p. 1040 - 1044
[5] Organic Process Research and Development, 2014, vol. 18, # 11, p. 1482 - 1491
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