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ChemicalBook--->CAS DataBase List--->158205-19-7

158205-19-7

158205-19-7 Structure

158205-19-7 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

5-amino-6-bromo-2,3-dihydro-1H-inden-1-one(158205-19-7)1HNMR
Hazard InformationBack Directory
[Synthesis]

N-(6-BROMO-2,3-DIHYDRO-1-OXO-1H-INDEN-5-YL)ACETAMIDE

158205-18-6

5-amino-6-bromo-2,3-dihydro-1H-inden-1-one

158205-19-7

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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