| Identification | Back Directory | [Name]
2-HYDROXY-4-(TRIFLUOROMETHYL)QUINOLINE | [CAS]
25199-84-2 | [Synonyms]
BUTTPARK 33\04-80
4-(Trifluoromethyl)quinolin-2-ol
4-Trifluoromethyl-1H-quinolin-2-one
4-trifluoroMethyl-2(1H)-quinolinone
4-(trifluoromethyl)quinolin-2(1H)-one
2-hydroxy-4-(trifluoroMethyl)quinqline
4--(TrifluoroMethyl)quinoline-2(H)-one
2-HYDROXY-4-(TRIFLUOROMETHYL)QUINOLINE
2-Hydroxy-4-(trifluoromethyl)quinoline ,98% | [Molecular Formula]
C10H6F3NO | [MDL Number]
MFCD03407380 | [MOL File]
25199-84-2.mol | [Molecular Weight]
213.16 |
| Chemical Properties | Back Directory | [Melting point ]
>240°C | [Boiling point ]
284 ºC | [density ]
1.391 | [Fp ]
126 ºC | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Solid | [color ]
White | [InChI]
InChI=1S/C10H6F3NO/c11-10(12,13)7-5-9(15)14-8-4-2-1-3-6(7)8/h1-5H,(H,14,15) | [InChIKey]
UUROBWTVZZNDFD-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC=C2)C(C(F)(F)F)=CC1=O | [CAS DataBase Reference]
25199-84-2 |
| Questions And Answer | Back Directory | [Uses]
4-Trifluoromethyl-2-hydroxyquinoline has a wide range of applications in the pharmaceutical field and can be used as an intermediate for antibacterial, antiviral, anti-inflammatory and antitumor drugs. |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Synthesis]
4-Trifluoromethylquinolin-2(1H)-one was prepared by reacting aniline and ethyl-4,4,4-trifluoroacetoacetate stirred in toluene.
Experimental Procedure: In a 1 L round flask fitted with a reflux condenser a mixture of 25.60 g aniline, 50.0 g ethyl-4,4,4-trifluoroacetoacetate 300 ml toluene was heated to reflux in an oil bath at 130 °C. After
20 min 3 ml water was added and the mixture was heated at reflux for another 24 h. the reaction
mixture was cooled to room temperature and concentrated under reduced pressure. A round
flask with 200 mL H2SO4 was heated to 80°C and the crude oil from the step before was added
in portions to the H2SO4 keeping the internal temperature below 90°C, total addition time was
approximately 40 min. After addition was complete, the mixture was stirred at 80°C for 1 h,
cooled and poured onto 400 g crushed ice. The resulting solids were filtered, washed with water,
and dried under vacuum at 40°C to give 33.0 g (50%) product (4-Trifluoromethylquinolin-2(1H)-one) as a colorless solid. | [References]
[1] Synthesis, 2003, # 13, p. 2005 - 2010
[2] Patent: WO2018/165385, 2018, A1. Location in patent: Paragraph 00362
[3] European Journal of Organic Chemistry, 2003, # 11, p. 2115 - 2121
[4] Patent: US2012/214803, 2012, A1. Location in patent: Page/Page column 172
[5] Patent: US2008/275057, 2008, A1. Location in patent: Page/Page column 86 |
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