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67500-19-0

67500-19-0 Structure

67500-19-0 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280-P271
[HS Code ]

2922390090
Hazard InformationBack 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]

1-(2-Fluoro-5-nitrophenyl)ethan-1-one

79110-05-7

1-(5-aMino-2-fluorophenyl)ethanone

67500-19-0

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
Spectrum DetailBack Directory
[Spectrum Detail]

1-(5-aMino-2-fluorophenyl)ethanone(67500-19-0)1HNMR
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