| Identification | Back Directory | [Name]
1-(5-aMino-2-fluorophenyl)ethanone | [CAS]
67500-19-0 | [Synonyms]
1-(5-Amino-2-fluorophenyl)
5'-Amino-2'-fluoroecetophenone
5'-Amino-2'-fluoroacetophenone 95%
1-(5-AMINO-2-FLUOROPHENYL)ETHANONE
Ethanone, 1-(5-aMino-2-fluorophenyl)-
Ethanone, 1-(5-amino-2-fluorophenyl)- (9CI)
1-(5-Amino-2-fluorophenyl)ethan-1-one, 3-Acetyl-4-fluoroaniline | [Molecular Formula]
C8H8FNO | [MDL Number]
MFCD02090052 | [MOL File]
67500-19-0.mol | [Molecular Weight]
153.15 |
| Chemical Properties | Back Directory | [Melting point ]
76-77 °C(Solv: cyclohexane (110-82-7)) | [Boiling point ]
295.8±20.0 °C(Predicted) | [density ]
1.201±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
crystalline powder | [pka]
3.47±0.10(Predicted) | [color ]
Light golden tan |
| Hazard Information | Back Directory | [Uses]
1-(5-Amino-2-fluorophenyl)ethanone is a useful reactant for the synthesis of 9-arylpurines as a novel class of Enterovirus inhibitors. | [Synthesis]
General procedure for the synthesis of 2-fluoro-5-aminoacetophenone from 1-(2-fluoro-5-nitrophenyl)ethanone: 1-(2-fluoro-5-nitrophenyl)ethanone (0.3 g, 1.64 mmol), iron powder (0.27 g, 4.92 mmol), ammonium chloride (0.17 g, 3.28 mmol), isopropanol (12.8 mL), and water (3.2 mL ) were mixed and reacted for 3 hours. After completion of the reaction, the insoluble precipitate was removed by filtration, the organic layer was extracted with dichloromethane, dried with anhydrous magnesium sulfate, and concentrated in vacuum to obtain a yellow oily crude product. The crude product was purified by silica gel column chromatography (eluent: ethyl acetate/hexane=1:2, Rf=0.3) to afford 2-fluoro-5-aminoacetophenone (0.19 g, 76% yield). | [References]
[1] Journal of Heterocyclic Chemistry, 1991, vol. 28, # 3, p. 673 - 683
[2] Patent: WO2016/172255, 2016, A1. Location in patent: Page/Page column 96; 97
[3] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 10, p. 1725 - 1728
[4] Patent: EP2147914, 2010, A1. Location in patent: Page/Page column 29
[5] Patent: US2012/15961, 2012, A1. Location in patent: Page/Page column 41 |
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SynAsst Chemical.
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