ChemicalBook > CAS DataBase List > 1-(2-Amino-6-fluorophenyl)ethanone

1-(2-Amino-6-fluorophenyl)ethanone

Product Name
1-(2-Amino-6-fluorophenyl)ethanone
CAS No.
869937-08-6
Chemical Name
1-(2-Amino-6-fluorophenyl)ethanone
Synonyms
2’-Amino-6’-fluoroacetophenone;1-(2-Amino-6-fluorophenyl)ethanone;Ethanone, 1-(2-amino-6-fluorophenyl)-
CBNumber
CB82747242
Molecular Formula
C8H8FNO
Formula Weight
153.15
MOL File
869937-08-6.mol
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1-(2-Amino-6-fluorophenyl)ethanone Property

Boiling point:
255.2±20.0 °C(Predicted)
Density 
1.201±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
1.29±0.10(Predicted)
Appearance
Light yellow to yellow Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

TRC
Product number
A898688
Product name
1-(2-Amino-6-fluorophenyl)ethanone
Packaging
10mg
Price
$45
Updated
2021/12/16
Chemcia Scientific
Product number
BB20-4041
Product name
1-(2-Amino-6-fluoro-phenyl)-ethanone
Purity
>97%
Packaging
1g
Price
$275
Updated
2021/12/16
Alichem
Product number
869937086
Product name
1-(2-Amino-6-fluorophenyl)ethanone
Packaging
1g
Price
$279.3
Updated
2021/12/16
Crysdot
Product number
CD12021942
Product name
1-(2-Amino-6-fluorophenyl)ethanone
Purity
98%
Packaging
1g
Price
$282
Updated
2021/12/16
Abosyn
Product number
61-10757
Product name
1-(2-Amino-6-fluorophenyl)ethanone
Purity
95-98%
Packaging
1g
Price
$340
Updated
2021/12/16
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1-(2-Amino-6-fluorophenyl)ethanone Chemical Properties,Usage,Production

Synthesis

75-16-1

77326-36-4

869937-08-6

1. Methylmagnesium bromide (85.76 mL, 3.0 M ethyl ether solution) was added slowly and dropwise to a 20 mL THF solution of 2-amino-6-fluorobenzonitrile (5.0 g, 37 mmol) at -10°C. After the dropwise addition was completed, the reaction mixture was warmed to 70°C and stirred for 5 hours. Upon completion of the reaction, the reaction was quenched with 30 mL of 10% HCl solution and heated to reflux for 1 hour. Subsequently, the pH was adjusted to basic with NaHCO3 and extracted with EtOAc (30 mL x 3). The organic layers were combined, concentrated in vacuum and purified by silica gel column chromatography (eluent: PE/EtOAc = 100:1) to afford 1-(2-amino-6-fluorophenyl)ethanone (2.09 g, yield: 36.8%). 2. 1-(2-Amino-6-fluorophenyl)ethanone (2.0 g, 13.3 mmol) was dissolved in 35 mL of THF, DMAP (1.596 g, 16.6 mmol) and trichloroacetyl chloride (2.42 g, 13.3 mmol) were added, and the mixture was stirred at 0 °C. Subsequently, the reaction mixture was warmed to room temperature and stirred for 7 hours. After completion of the reaction, it was diluted with 50 mL of ice water and extracted with EtOAc (15 mL x 3). The organic layers were combined, concentrated in vacuum and purified by silica gel column chromatography (eluent: PE/EtOAc = 60:1) to afford Intermediate 4b (3.0 g, yield: 75.76%). Mass spectral data: m/z = 297 [M + H]+. 3. Intermediate 4b (1.4 g, 4.7 mmol) was dissolved in 10 mL of DMSO, ammonium acetate (1.3 g, 23 mmol) was added, and stirred at room temperature for 24 hours. After the reaction was completed, it was diluted with cold water, the precipitate was collected by filtration and dried under vacuum to give 5-fluoro-4-methyl-1H-quinazolin-2-one (0.8 g, yield: 95.6%). The product could be used in the next reaction without further purification. Mass spectral data: m/z = 179 [M + H]+. 4. 5-Fluoro-4-methyl-1H-quinazolin-2-one (300 mg, 1.68 mmol) was mixed with 3 mL of POCl3 and stirred at 80°C for 12 hours. After completion of the reaction, the mixture was poured into 20 mL of aqueous K2CO3 and extracted with EtOAc (5 mL x 3). The organic layers were combined, concentrated in vacuum and purified by silica gel column chromatography (eluent: PE/EtOAc = 50:1) to afford 2-chloro-5-fluoro-4-methyl-quinazoline (140 mg, yield: 42.5%) as a white solid. Mass spectral data: m/z = 197 [M + H]+.

References

[1] Patent: WO2013/50527, 2013, A1. Location in patent: Page/Page column 46; 47

1-(2-Amino-6-fluorophenyl)ethanone Preparation Products And Raw materials

Raw materials

Preparation Products

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1-(2-Amino-6-fluorophenyl)ethanone Suppliers

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869937-08-6, 1-(2-Amino-6-fluorophenyl)ethanoneRelated Search:


  • 1-(2-Amino-6-fluorophenyl)ethanone
  • Ethanone, 1-(2-amino-6-fluorophenyl)-
  • 2’-Amino-6’-fluoroacetophenone
  • 869937-08-6