| 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 |
| Questions And Answer | Back Directory | [Uses]
6-Amino-1-indanone is a synthetic compound belonging to the indanone class. It is an ethylene oxide synthesized via a multi-step process involving the dehydration and reductive amination of an amine. In organic chemistry, it is used as an intermediate in the synthesis of various other compounds, such as serotonin. This compound exhibits an affinity for palladium catalysts during reductive amination, which can be used for sequence optimization experiments. |
| 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 |
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| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
China Langchem Inc.
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| Telephone: |
0086-21-58956006 |
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www.chemicalbook.com/ShowSupplierProductsList19141/0_EN.htm |
| Company Name: |
Acesys Pharmatech
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| Telephone: |
18860950986 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList15849/0_EN.htm |
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