6,7-Dihydro-5H-quinolin-8-one

Base Information

• Chemical Name: 6,7-Dihydro-5H-quinolin-8-one
• CAS No.: 56826-69-8
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2933499090
• Mol file: 56826-69-8.mol

Synonyms:5,6,7,8-Tetrahydro-8-quinolinone;5,6,7,8-Tetrahydro-8-quinolone;5,6-Dihydro-8(7H)-quinolinone;8(5H)-Quinolinone,6,7-dihydro-;6,7-Dihydro-8(5H)-quinolinone;8-Aza-1-tetralone;8-Oxo-5,6,7,8-tetrahydroquinoline;

Chemical Property of 6,7-Dihydro-5H-quinolin-8-one

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 96-98 °C(Solv: isopropyl ether (108-20-3))
• Refractive Index: 1.569
• Boiling Point: 287.4 °C at 760 mmHg
• PKA: 3.46±0.20(Predicted)
• Flash Point: 135.2 °C
• PSA: 29.96000
• Density: 1.168 g/cm³
• LogP: 1.60060
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

6,7-Dihydro-5h-quinolin-8-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• 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.

Technology Process of 6,7-Dihydro-5H-quinolin-8-one

There total 16 articles about 6,7-Dihydro-5H-quinolin-8-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

5,6,7,8-tetrahydroquinoline (10500-57-9) → 5,6,7,8-tetrahydro-8-quinolinone (56826-69-8)

Guidance literature:

5,6,7,8-tetrahydroquinoline; With acetic anhydride; benzaldehyde; for 17h; Heating;

With ozone; In methanol; at -40 ℃; for 0.75h; Further stages.;

DOI:10.1021/jo016250v

Reference yield: 91.0%

5,6,7,8-tetrahydroquinoline-8-ol (14631-46-0) → 5,6,7,8-tetrahydro-8-quinolinone (56826-69-8)

Guidance literature:

5,6,7,8-tetrahydroquinoline-8-ol; With oxalyl dichloride; In dichloromethane; dimethyl sulfoxide; for 0.333333h; Inert atmosphere;

With triethylamine; In dichloromethane; dimethyl sulfoxide; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.202103202

Reference yield: 88.0%

8-benzylidene-5,6,7,8-tetrahydroquinoline (28707-60-0) → 5,6,7,8-tetrahydro-8-quinolinone (56826-69-8)

Guidance literature:

With ozone; at -78 ℃;

DOI:10.1021/op9000675

upstream raw materials:

5,6,7,8-tetrahydroquinoline-8-ol

8-benzylidene-5,6,7,8-tetrahydroquinoline

8-benzylidene-5,6,7,8-tetrahydroquinoline

C₂₄H₂₂NOP

Downstream raw materials:

(R)-8-hydroxy-5,6,7,8-tetrahydroquinoline

Refernces

• 1、 Marko, Jason A.,Durgham, Anthony,Bretz, Stacey Lowery,Liu, Wei. "Electrochemical benzylic oxidation of C-H bonds". supporting information. p. 937 - 940. Retrieved 2019/01/23.
• 2、 Boggs, Sharon,Elitzin, Vassil I.,Gudmundsson, Kristjan,Martin, Michael T.,Sharp, Matthew J.. "Kilogram-scale synthesis of the CXCR4 antagonist GSK812397". scheme or table. p. 781 - 785. Retrieved 2010/04/22.