| Identification | Back Directory | [Name]
6-AMINOINDANONE | [CAS]
69975-65-1 | [Synonyms]
6-AMINOINDANONE
6-AMINO-1-INDANONE
6-AMINO-INDAN-1-ONE
6-AMino-1-oxoindane
6-Amino-2,3-dihydro-1H-inden-1-one
1H-Inden-1-one, 6-amino-2,3-dihydro-
6-Amino-2,3-dihydro-1H-inden-1-one, 6-Amino-2,3-dihydro-1-oxo-1H-indene | [Molecular Formula]
C9H9NO | [MDL Number]
MFCD00100747 | [MOL File]
69975-65-1.mol | [Molecular Weight]
147.17 |
| Chemical Properties | Back Directory | [Melting point ]
167-171 °C(Solv: methanol (67-56-1)) | [Boiling point ]
330.3±31.0 °C(Predicted) | [density ]
1.254±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
Solution | [pka]
3.85±0.20(Predicted) | [color ]
Light brown to black | [InChI]
InChI=1S/C9H9NO/c10-7-3-1-6-2-4-9(11)8(6)5-7/h1,3,5H,2,4,10H2 | [InChIKey]
UOJCPAAEKXNPQT-UHFFFAOYSA-N | [SMILES]
C1(=O)C2=C(C=CC(N)=C2)CC1 |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
25 | [Safety Statements ]
45 | [RIDADR ]
2811 | [HazardClass ]
IRRITANT | [PackingGroup ]
Ⅲ | [HS Code ]
29223900 |
| Hazard Information | Back Directory | [Synthesis Reference(s)]
Journal of Medicinal Chemistry, 46, p. 399, 2003 DOI: 10.1021/jm020067s | [Synthesis]
The general procedure for the synthesis of 6-amino-1-indanone from 6-nitro-1-indanone was as follows: a mixed suspension of 6-nitroindan-1-one (10 g, 56 mmol) with 10% Pd/C catalyst (2.0 g) in methanol (200 mL) was subjected to stirring in a hydrogenation reactor for 3 hr at room temperature under a hydrogen pressure of 30 psi. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford 6-aminoindan-1-one (7.2 g, 87% yield). | [References]
[1] Chemistry - A European Journal, 2015, vol. 21, # 37, p. 13052 - 13057
[2] Patent: WO2006/71940, 2006, A2. Location in patent: Page/Page column 396
[3] Patent: WO2007/148808, 2007, A1. Location in patent: Page/Page column 126-127
[4] Journal of Medicinal Chemistry, 2003, vol. 46, # 3, p. 399 - 408
[5] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 20, p. 5665 - 5670 |
|
|