6-Bromo-2,3-Dihydroquinolin-4(1H)-One
- Product Name
- 6-Bromo-2,3-Dihydroquinolin-4(1H)-One
- CAS No.
- 76228-06-3
- Chemical Name
- 6-Bromo-2,3-Dihydroquinolin-4(1H)-One
- Synonyms
- 6-Bromo-2,3-dihydroquinolin-4(1H);6-Bromo-2,3-Dihydroquinolin-4(1H)-One;6-Bromo-2,3-dihydro-1H-quinolin-4-one;4(1H)-Quinolinone, 6-bromo-2,3-dihydro-;6-broMo-1,2,3,4-tetrahydroquinolin-4-one
- CBNumber
- CB31025193
- Molecular Formula
- C9H8BrNO
- Formula Weight
- 226.07
- MOL File
- 76228-06-3.mol
6-Bromo-2,3-Dihydroquinolin-4(1H)-One Property
- Melting point:
- 225-228 °C(Solv: chloroform (67-66-3); ethyl ether (60-29-7))
- Boiling point:
- 359.1±42.0 °C(Predicted)
- Density
- 1.559±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- 1.72±0.20(Predicted)
- Appearance
- Light yellow to yellow Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B292905
- Product name
- 6-Bromo-2,3-dihydroquinolin-4(1H)-one
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- B292905
- Product name
- 6-Bromo-2,3-dihydroquinolin-4(1H)-one
- Packaging
- 50mg
- Price
- $155
- Updated
- 2021/12/16
- Product number
- P000126507
- Product name
- 6-Bromo-2,3-dihydroquinolin-4(1H)-one
- Purity
- 95%
- Packaging
- 250mg
- Price
- $110
- Updated
- 2021/12/16
- Product number
- P000126507
- Product name
- 6-Bromo-2,3-dihydroquinolin-4(1H)-one
- Purity
- 95%
- Packaging
- 1g
- Price
- $253
- Updated
- 2021/12/16
- Product number
- 072602
- Product name
- 6-Bromo-2,3-dihydroquinolin-4(1H)-one
- Purity
- 95+%
- Packaging
- 500mg
- Price
- $265
- Updated
- 2021/12/16
6-Bromo-2,3-Dihydroquinolin-4(1H)-One Chemical Properties,Usage,Production
Synthesis
90561-83-4
76228-06-3
a) 3-((4-bromophenyl)amino)propanoic acid (2.0 g, 11.6 mmol) and acrylic acid (0.95 mL, 13.9 mmol) were reacted in toluene (15 mL) for 3 days at 100 °C with stirring. After completion of the reaction, it was cooled to room temperature and the reaction mixture was extracted with 1N NaOH solution (150 mL). The aqueous layer was adjusted to a pH of about 3 with 2N HCl and subsequently extracted with ethyl acetate (2 x 100 mL). The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give N-(4-bromophenyl)-3-aminopropionic acid (1.65 g, 58% yield). The resulting carboxylic acid (1.64 g, 6.72 mmol) was mixed with polyphosphoric acid (30 g) and the reaction was stirred at 90 °C overnight. After completion of the reaction, it was cooled to room temperature and the reaction was quenched by the addition of ice water. The mixture was extracted with ethyl acetate (2 x 200 mL) and the organic layers were combined and washed sequentially with 1N NaOH solution, water and saturated brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the cyclization product 6-bromo-2,3-dihydroquinolin-4(1H)-one (0.88 g, 58% yield). The product was characterized by 1H NMR (d-chloroform), δ (ppm): 2.67 (t, 2H), 3.54 (t, 2H), 6.57 (d, 1H), 7.33 (dd, 1H), 7.92 (s, 1H).
References
[1] Patent: WO2009/39553, 2009, A1. Location in patent: Page/Page column 93
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 9, p. 2801 - 2807
6-Bromo-2,3-Dihydroquinolin-4(1H)-One Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 6-Bromo-2,3-Dihydroquinolin-4(1H)-One manufacturers
- Product
- 6-Bromo-2,3-dihydroquinolin-4(1H)-one 76228-06-3
- Price
- US $1.10-9.90/KG
- Min. Order
- 1KG
- Purity
- 99% min
- Supply Ability
- 100kg
- Release date
- 2025-08-18