| Identification | Back Directory | [Name]
5-amino-6-bromo-2,3-dihydro-1H-inden-1-one | [CAS]
158205-19-7 | [Synonyms]
5-Amino-6-bromo-1-indanone
5-Amino-6-bromo-indan-1-one
5-amino-6-bromo-2,3-dihydroinden-1-one
5-amino-6-bromo-2,3-dihydro-1H-inden-1-one
1H-Inden-1-one, 5-amino-6-bromo-2,3-dihydro-
5-amino-6-bromo-2,3-dihydro-1H-inden-1-one(HCl)
5-AMINO-6-BROMO-2,3-DIHYDRO-1H-INDEN-1-ONE(WXG01312) | [Molecular Formula]
C9H8BrNO | [MDL Number]
MFCD16877204 | [MOL File]
158205-19-7.mol | [Molecular Weight]
226.07 |
| Chemical Properties | Back Directory | [Melting point ]
209-211 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3)) | [Boiling point ]
376.7±42.0 °C(Predicted) | [density ]
1.693±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [pka]
0.05±0.20(Predicted) | [Appearance]
Light yellow to yellow Solid |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 5-amino-6-bromo-2,3-dihydro-1H-inden-1-one from N-(6-bromo-1-oxo-2,3-dihydro-1H-inden-5-yl)acetamide: N-(6-bromo-1-oxo-2,3-dihydro-1H-inden-5-yl)acetamide (13.1 g, 48.9 mmol) was reacted with 6 M aqueous hydrochloric acid solution (260 mL. 1.560 mol) were mixed and the reaction was stirred at 100 °C for 1 hour. After completion of the reaction, the reaction solution was cooled to 0 °C and the pH was adjusted to 8 with 10 M aqueous sodium hydroxide.The precipitated solid was collected by filtration, washed with water and dried in vacuum to afford the light brown powdery product 5-amino-6-bromo-2,3-dihydro-1H-inden-1-one (10.8 g, 98% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 7.86 (s, 1H), 6.74 (s, 1H), 4.68 (s, 2H), 2.98 (t, J = 6.0 Hz, 2H), 2.64 (t, J = 6.0 Hz, 2H). | [References]
[1] Journal of Medicinal Chemistry, 1995, vol. 38, # 25, p. 4897 - 4905
[2] Patent: WO2017/108723, 2017, A2. Location in patent: Page/Page column 749
[3] Synthetic Communications, 1995, vol. 25, # 18, p. 2791 - 2806
[4] Tetrahedron, 2007, vol. 63, # 7, p. 1537 - 1543
[5] Patent: US5409944, 1995, A |
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