5'-Amino-2'-hydroxyacetophenone
5'-Amino-2'-hydroxyacetophenone Basic information
- Product Name:
- 5'-Amino-2'-hydroxyacetophenone
- Synonyms:
-
- 1-(5-Amino-2-hydroxyphenyl)
- 5''-AMINO-2''-HYDROXYACETOPHENONE {1-(5-AMINO-2-HYDROXYPHENYL)ETHANONE}
- Ethanone, 1-(5-amino-2-hydroxyphenyl)-
- 5'-Amino-2'-hydroxyacetophenone
- CAS:
- 50-80-6
- MF:
- C8H9NO2
- MW:
- 151.16
- Mol File:
- 50-80-6.mol
5'-Amino-2'-hydroxyacetophenone Chemical Properties
- 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
5'-Amino-2'-hydroxyacetophenone Usage And Synthesis
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
7298-67-1
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
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