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50-80-6

50-80-6 Structure

50-80-6 Structure
IdentificationBack Directory
[Name]

5'-Amino-2'-hydroxyacetophenone
[CAS]

50-80-6
[Synonyms]

1-(5-Amino-2-hydroxyphenyl)
Ethanone, 1-(5-amino-2-hydroxyphenyl)-
5''-AMINO-2''-HYDROXYACETOPHENONE {1-(5-AMINO-2-HYDROXYPHENYL)ETHANONE}
[Molecular Formula]

C8H9NO2
[MDL Number]

MFCD00100397
[MOL File]

50-80-6.mol
[Molecular Weight]

151.16
Chemical PropertiesBack Directory
[Melting point ]

121–122°C
[Boiling point ]

335.4±27.0 °C(Predicted)
[density ]

1.242±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

10.42±0.18(Predicted)
[Appearance]

Light yellow to yellow Solid
Safety DataBack Directory
[HS Code ]

2914500090
Hazard InformationBack Directory
[Uses]

1-(5-Amino-2-hydroxyphenyl)ethanone is used in the preparation of alkylated flavonoid compounds for use as therapeutic antioxidants. It is also used to synthesize spiro[chromanone-piperidine]s as acetyl-CoA carboxylase inhibitors.
[Preparation]

Also obtained by refluxing a suspension of N-(3-acetyl-4- hydroxyphenyl)acetamide in 15% hydrochloric acid for 40 min (84%).
[Synthesis]

N1-(3-ACETYL-4-HYDROXYPHENYL)ACETAMIDE

7298-67-1

5'-Amino-2'-hydroxyacetophenone

50-80-6

The hydrolysis reaction was carried out by refluxing 2-hydroxy-5-acetamidoacetophenone in 2N hydrochloric acid solution for 6 hours to obtain 5-amino-2-hydroxyacetophenone in 94% yield.

[References]

[1] Journal of Medicinal Chemistry, 1992, vol. 35, # 21, p. 3973 - 3976
[2] Patent: US2007/117823, 2007, A1. Location in patent: Page/Page column 8
[3] Patent: WO2007/54580, 2007, A1. Location in patent: Page/Page column 16
[4] European Journal of Medicinal Chemistry, 1991, vol. 26, # 9, p. 843 - 851
[5] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 9, p. 2079 - 2098
Spectrum DetailBack Directory
[Spectrum Detail]

5'-Amino-2'-hydroxyacetophenone(50-80-6)1HNMR
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