1-acetyl-5-bromoindolin-3-one
- Product Name
- 1-acetyl-5-bromoindolin-3-one
- CAS No.
- 106698-07-1
- Chemical Name
- 1-acetyl-5-bromoindolin-3-one
- Synonyms
- 1-acetyl-5-bromoindolin-3-one;1-Acetyl-5-bromo-2H-indol-3-one;1-Acetyl-5-bromo-1,2-dihydro-3H-indol-3-one;3H-Indol-3-one, 1-acetyl-5-broMo-1,2-dihydro-
- CBNumber
- CB82122131
- Molecular Formula
- C10H8BrNO2
- Formula Weight
- 254.08
- MOL File
- 106698-07-1.mol
1-acetyl-5-bromoindolin-3-one Property
- Density
- 1.655
- storage temp.
- 2-8°C
- Appearance
- Light brown to gray Solid
Safety
- HazardClass
- IRRITANT
N-Bromosuccinimide Price
- Product number
- A168825
- Product name
- 1-Acetyl-5-bromoindolin-3-one
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- FA143708
- Product name
- 1-Acetyl-5-bromoindolin-3-one
- Packaging
- 250mg
- Price
- $95
- Updated
- 2021/12/16
- Product number
- FA143708
- Product name
- 1-Acetyl-5-bromoindolin-3-one
- Packaging
- 500mg
- Price
- $165
- Updated
- 2021/12/16
- Product number
- X6517
- Product name
- 1-acetyl-5-bromoindolin-3-one
- Packaging
- 500mg
- Price
- $272
- Updated
- 2021/12/16
- Product number
- FA143708
- Product name
- 1-Acetyl-5-bromoindolin-3-one
- Packaging
- 1g
- Price
- $290
- Updated
- 2021/12/16
1-acetyl-5-bromoindolin-3-one Chemical Properties,Usage,Production
Uses
1-Acetyl-5-bromoindolin-3-one is a useful research intermediate used in the preparation of indole derivatives and analogs with 5-HT6 receptor antagonistic activity.
Synthesis
33588-54-4
106698-07-1
The general procedure for the synthesis of 1-acetyl-5-bromoindol-3-one from 5-bromohydroxyindolyl diacetate was as follows: 0.82 g (2.75 mmol) of 1-acetyl-5-bromoindolyl acetate was added to the reaction system in batches, maintaining the reaction temperature at 5 °C with continuous stirring, with reference to the method for the preparation of 1-acetyl-5-bromo-6-chloro-indol-3-ol. Subsequently, sulfuric acid (exact volume not specified) was slowly added. The reaction mixture was stirred at room temperature for 1 hour before being cooled in an ice-water bath and filtered, and the filter cake was washed with an ice-water solution of 1% sodium glacial acetic acid. The resulting greenish-blue product was lyophilized to give 0.67 g of solid product in 80% yield. Thin layer chromatography (TLC) analysis showed an Rf value of 0.2 (unfolding agent was cyclohexane:ethyl acetate=3:2). High resolution mass spectrometry (HRMS-ESI) analysis showed that the m/z calculated value of C10H10BrNO2 was 252.9738 and the measured value was 252.9727. Nuclear magnetic resonance hydrogen spectroscopy (1H NMR, 400MHz, CD3OD) data: δ 8.47 (d, 1H, J=8.8 Hz, H-7), 7.85 (d, 1H, J=2.0 Hz, H-4), 7.74 (dd, 1H, H-6), 5.29 (s, 1H, CH2), 2.38 (s, 3H, CH3). Nuclear magnetic resonance carbon spectroscopy (13C NMR, 100 MHz, CD3OD) data: δ 192.7 (C-3), 167.6 (C=O), 151.9 (C-8), 139.3 (C-6), 138.9, 125.8 (C-4), 119.7 (C-7), 116.8, 114.0, 55.7 (CH2), 23.6 ( CH3).
References
[1] Organic and Biomolecular Chemistry, 2004, vol. 2, # 7, p. 981 - 988
[2] Carbohydrate Research, 2015, vol. 402, p. 50 - 55
[3] Russian Journal of Organic Chemistry, 1998, vol. 34, # 4, p. 570 - 582
[4] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 1, p. 346 - 349
[5] Tetrahedron Letters, 2016, vol. 57, # 49, p. 5493 - 5496
1-acetyl-5-bromoindolin-3-one Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1-acetyl-5-bromoindolin-3-one manufacturers
- Product
- 1-acetyl-5-bromoindolin-3-one 106698-07-1
- Price
- US $9.80/KG
- Min. Order
- 1g
- Purity
- ≥99%
- Supply Ability
- 100kg
- Release date
- 2020-01-13