ChemicalBook > CAS DataBase List > 5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE

5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE

Product Name
5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE
CAS No.
880094-83-7
Chemical Name
5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE
Synonyms
Cartenolol EP Impurity B;5-Bromo-3,4-dihydroquinolin-2(1H);5-bromo-3,4-dihydro-2(1H)-Quinolinone;5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE;5-bromo-3,4-dihydro-1H-quinolin-2-one;2(1H)-Quinolinone, 5-bromo-3,4-dihydro-;5-Bromo-1,2,3,4-tetrahydroquinolin-2-one
CBNumber
CB51517582
Molecular Formula
C9H8BrNO
Formula Weight
226.07
MOL File
880094-83-7.mol
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5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE Property

Boiling point:
372.4±42.0 °C(Predicted)
Density 
1.559±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
14.02±0.20(Predicted)
Appearance
Off-white to yellow Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TRC
Product number
B292915
Product name
5-Bromo-3,4-dihydroquinolin-2(1H)-one
Packaging
10mg
Price
$45
Updated
2021/12/16
Ark Pharm
Product number
P000257994
Product name
5-Bromo-3,4-dihydroquinolin-2(1H)-one
Purity
97%
Packaging
100mg
Price
$52
Updated
2021/12/16
Ark Pharm
Product number
P000257994
Product name
5-Bromo-3,4-dihydroquinolin-2(1H)-one
Purity
97%
Packaging
250mg
Price
$72
Updated
2021/12/16
AK Scientific
Product number
W9033
Product name
5-Bromo-3,4-dihydroquinolin-2(1H)-one
Packaging
100mg
Price
$111
Updated
2021/12/16
Ark Pharm
Product number
P000257994
Product name
5-Bromo-3,4-dihydroquinolin-2(1H)-one
Purity
97%
Packaging
1g
Price
$169
Updated
2021/12/16
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5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE Chemical Properties,Usage,Production

Synthesis

15115-60-3

880094-83-7

The general procedure for the synthesis of 5-bromo-3,4-dihydroquinolin-2(1H)-one from 4-bromoinden-1-one was as follows: a three-phase mixture consisting of sodium azide (18.5 g, 284 mmol), concentrated sulfuric acid (18.8 M, 4.8 mL, 90 mmol), water (36 mL), and chloroform (144 mL) was stirred for 2.5 hours at 0 °C. Upon completion of the reaction, the phases were separated and the organic phase was dried over anhydrous sodium sulfate and filtered. The filtrate was slowly added to a solution of 4-bromoindan-1-one (12.0 g, 56.9 mmol) in chloroform (215 mL). Subsequently, concentrated sulfuric acid (18.8 M, 18.7 mL, 351.6 mmol) was added dropwise over 10 minutes. The reaction mixture was stirred at 45°C for 4 hours, then cooled to room temperature and continued stirring for 20 hours. At the end of the reaction, the mixture was poured into ice (200 g) and neutralized by adding 10% aqueous sodium hydroxide solution (50 mL). The phases were separated and the aqueous phase was extracted with chloroform (100 mL). All organic phases were combined and the solvent was evaporated by drying with anhydrous sodium sulfate. The crude product was purified by recrystallization from ethanol (55 mL) to afford 5-bromo-3,4-dihydroquinolin-2(1H)-one (8.65 g, 38.2 mmol, 67% yield) as an off-white powder. The product was analyzed by LCMS showing a purity of 98% with a retention time (Rt) of 1.290 min and m/z 226 ([M+H]+) detected by ESMS.

References

[1] Patent: WO2014/153055, 2014, A2. Location in patent: Paragraph 0104-0105
[2] Patent: WO2008/130524, 2008, A1. Location in patent: Page/Page column 53
[3] Patent: WO2006/31513, 2006, A2. Location in patent: Page/Page column 51-52

5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE Suppliers

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View Lastest Price from 5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE 880094-83-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE 880094-83-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09
Career Henan Chemical Co
Product
5-BROMO-3,4-DIHYDROQUINOLIN-2(1H)-ONE 880094-83-7
Price
US $0.01/KG
Min. Order
1KG
Purity
98%; 99%
Supply Ability
500g;1kg; 25kg
Release date
2020-01-09