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| | 2-Hydroxy-4-(trifluoromethyl)quinoline Basic information | | Uses |
| Product Name: | 2-Hydroxy-4-(trifluoromethyl)quinoline | | Synonyms: | BUTTPARK 33\04-80;2-HYDROXY-4-(TRIFLUOROMETHYL)QUINOLINE;4-(Trifluoromethyl)quinolin-2-ol;4-Trifluoromethyl-1H-quinolin-2-one;2-Hydroxy-4-(trifluoromethyl)quinoline ,98%;4-(trifluoromethyl)quinolin-2(1H)-one;2-hydroxy-4-(trifluoroMethyl)quinqline;4--(TrifluoroMethyl)quinoline-2(H)-one | | CAS: | 25199-84-2 | | MF: | C10H6F3NO | | MW: | 213.16 | | EINECS: | | | Product Categories: | | | Mol File: | 25199-84-2.mol |  |
| | 2-Hydroxy-4-(trifluoromethyl)quinoline Chemical Properties |
| 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 |
| Safety Statements | 24/25 | | HS Code | 29339900 |
| | 2-Hydroxy-4-(trifluoromethyl)quinoline Usage And Synthesis |
| 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. | | 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 (2-Hydroxy-4-(trifluoromethyl)quinoline) 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 |
| | 2-Hydroxy-4-(trifluoromethyl)quinoline Preparation Products And Raw materials |
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