6,7-Dihydro-5H-quinolin-8-one
- Product Name
- 6,7-Dihydro-5H-quinolin-8-one
- CAS No.
- 56826-69-8
- Chemical Name
- 6,7-Dihydro-5H-quinolin-8-one
- Synonyms
- 6,7-DIHYDROQUINOLIN-8(5H)-ONE;5,6,7,8-tetrahydroquinolin-8-one;in-8-one;AKOS BB-8709;6,7-Dihydro-5H-quinoL;6,7-DIHYDRO-5H-QUINOLIN-8-ONE;6,7-dihydro-1H-quinolin-8-one;6,7-DIHYDRO-5H-QUINOLINE-8-ONE;8(5H)-Quinolinone, 6,7-dihydro-;5,6,7,8-Tetrahydro-8-quinolinone
- CBNumber
- CB5123526
- Molecular Formula
- C9H9NO
- Formula Weight
- 147.17
- MOL File
- 56826-69-8.mol
6,7-Dihydro-5H-quinolin-8-one Property
- Melting point:
- 96-98 °C(Solv: isopropyl ether (108-20-3))
- Boiling point:
- 140 °C(Press: 0.1 Torr)
- Density
- 1.168±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMF: 30 mg/ml,DMSO: 30 mg/ml,Ethanol: 30 mg/ml,PBS (pH 7.2): 10 mg/ml
- form
- A crystalline solid
- pka
- 3.46±0.20(Predicted)
- Appearance
- light yellow-brown solid
- InChI
- InChI=1S/C9H9NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h2,4,6H,1,3,5H2
- InChIKey
- JIAKIQWNYAZUJD-UHFFFAOYSA-N
- SMILES
- N1C2=C(CCCC2=O)C=CC=1
- CAS DataBase Reference
- 56826-69-8(CAS DataBase Reference)
Safety
- HS Code
- 2933499090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- 30480
- Product name
- 6,7-Dihydro-5H-quinolin-8-one
- Packaging
- 500mg
- Price
- $38
- Updated
- 2024/03/01
- Product number
- 30480
- Product name
- 6,7-Dihydro-5H-quinolin-8-one
- Packaging
- 1g
- Price
- $54
- Updated
- 2024/03/01
- Product number
- 30480
- Product name
- 6,7-Dihydro-5H-quinolin-8-one
- Packaging
- 5g
- Price
- $166
- Updated
- 2024/03/01
- Product number
- D452163
- Product name
- 6,7-Dihydro-5h-quinolin-8-one
- Packaging
- 5g
- Price
- $175
- Updated
- 2021/12/16
- Product number
- FD40544
- Product name
- 6,7-Dihydro-5H-quinolin-8-one
- Packaging
- 25g
- Price
- $300
- Updated
- 2021/12/16
6,7-Dihydro-5H-quinolin-8-one Chemical Properties,Usage,Production
Description
6,7-Dihydro-5H-quinolin-8-one is a synthetic intermediate. It has been used in the synthesis of tetrahydropyridoazepinones and thiosemicarbazones with anticancer activity.
Chemical Properties
light yellow crystalline
Uses
6,7-Dihydroquinolin-8(5H)-one is a synthetic intermediate useful for pharmaceutical synthesis.
Synthesis Reference(s)
The Journal of Organic Chemistry, 49, p. 2208, 1984 DOI: 10.1021/jo00186a027
Synthetic Communications, 33, p. 3497, 2003 DOI: 10.1081/SCC-120024729
Synthesis
14631-46-0
56826-69-8
Preparation of 6,7-dihydro-5H-quinolin-8-one: 8-hydroxy-5,6,7,8-tetrahydroquinoline (13.96 g, 93.6 mmol) was dissolved in anhydrous dichloromethane (400 mL) under stirring conditions. Subsequently, activated manganese dioxide (85% pure, 82.22 g, 804 mmol) was added to this solution. The resulting non-homogeneous mixture was stirred for 18 hours. Upon completion of the reaction, the black slurry was filtered through a diatomaceous earth filter cake and the cake was washed with dichloromethane (3 x 50 mL). The washes were combined and concentrated to afford 11.27 g (82% yield) of the target product, 6,7-dihydro-5H-quinolin-8-one, as a light yellow solid, which could be used in subsequent reactions without further purification. The structure of the product was characterized by 1H NMR (CDCl3) δ 2.17-2.25 (m, 2H), 2.82 (t, 2H, J = 7 Hz), 3.04 (t, 2H, J = 6 Hz), 7.37 (dd, 1H, J = 9,6 Hz), 7.66 (dd, 1H, J = 9,1 Hz), 8.71 (dd, 1H, J = 6,1 Hz); 13C NMR (CDCl3) δ 22.2, 28.6, 39.2, 126.6, 137.3, 140.5, 147.6, 148.6, 196.5 confirmed.ES-MS m/z 148 (M + H) further validated the product structure.
References
[1] Patent: US2003/220341, 2003, A1. Location in patent: Page/Page column 9
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985, p. 213 - 220
[3] Patent: US2004/19058, 2004, A1
6,7-Dihydro-5H-quinolin-8-one Preparation Products And Raw materials
Raw materials
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View Lastest Price from 6,7-Dihydro-5H-quinolin-8-one manufacturers
- Product
- 6,7-Dihydro-5H-quinolin-8-one 56826-69-8
- Price
- US $1.10-9.90/KG
- Min. Order
- 1KG
- Purity
- 99% min
- Supply Ability
- 100kg
- Release date
- 2025-08-18
- Product
- 6,7-Dihydro-5H-quinoline-8-one 56826-69-8
- Price
- US $780.00/g
- Min. Order
- 1g
- Purity
- 98
- Supply Ability
- 500 Kg
- Release date
- 2024-02-19
- Product
- 6,7-Dihydro-5H-quinolin-8-one 56826-69-8
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 Tons
- Release date
- 2021-10-13