8-Fluoro-3,4-dihydroquinolin-2(1H)-one

Base Information

• Chemical Name: 8-Fluoro-3,4-dihydroquinolin-2(1H)-one
• CAS No.: 143268-79-5
• Molecular Formula: C₉H₈FNO
• Molecular Weight: 165.167
• European Community (EC) Number: 897-649-2
• DSSTox Substance ID: DTXSID90569015
• Wikidata: Q72479732
• Mol file: 143268-79-5.mol

Synonyms:143268-79-5;8-Fluoro-3,4-dihydroquinolin-2(1H)-one;8-fluoro-3,4-dihydro-1H-quinolin-2-one;8-FLUORO-3,4-DIHYDRO-1H QUINOLIN-2-ONE;8-fluoro-1,2,3,4-tetrahydroquinolin-2-one;2(1H)-Quinolinone, 8-fluoro-3,4-dihydro-;SCHEMBL2675583;SCHEMBL13732330;DTXSID90569015;FQXDSPOJPOHHNY-UHFFFAOYSA-N;MFCD09033161;AKOS006329829;AS-39154;2(1H)-Quinolinone,8-fluoro-3,4-dihydro-;8-fluoranyl-3,4-dihydro-1H-quinolin-2-one;CS-0062061;EN300-193404;8-FLUORO-3,4-DIHYDRO-1HQUINOLIN-2-ONE;A808048;Z1198183608

Chemical Property of 8-Fluoro-3,4-dihydroquinolin-2(1H)-one

Chemical Property:

• Boiling Point: 315.138 °C at 760 mmHg
• Flash Point: 144.39 °C
• PSA: 29.10000
• Density: 1.242 g/cm³
• LogP: 1.84840
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 165.058992041
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

97% ^*data from raw suppliers

8-Fluoro-3,4-dihydro-1Hquinolin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)NC2=C1C=CC=C2F

Technology Process of 8-Fluoro-3,4-dihydroquinolin-2(1H)-one

There total 2 articles about 8-Fluoro-3,4-dihydroquinolin-2(1H)-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: 88.0%

3-chloro-N-(2-fluoro-phenyl)-propionamide (349097-66-1) → 8-fluoro-3,4-dihydro-1H-quinolin-2-one (143268-79-5)

Guidance literature:

aluminum (III) chloride; at 160 ℃; for 1.5h;

Reference yield:

2-Fluoroaniline (348-54-9) → 8-fluoro-3,4-dihydro-1H-quinolin-2-one (143268-79-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 2 h / 0 - 20 °C

2.1: aluminum (III) chloride / 5 h / 120 °C

2.2: 20 °C / Cooling with ice

With aluminum (III) chloride; In dichloromethane;

Reference yield:

8-fluoro-3,4-dihydro-1H-quinolin-2-one (143268-79-5) → 9-fluoro-1-phenyl-7-pyridin-3-yl-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline

Guidance literature:

Multi-step reaction with 4 steps

1: N-Bromosuccinimide / N,N-dimethyl-formamide / 9 h / 0 °C

2: palladium diacetate; sodium carbonate; tetrabutylammomium bromide / toluene; water; ethanol / Inert atmosphere; Reflux

3: Lawessons reagent / toluene / 2 h / Reflux

4: cyclohexanol / 6 h / Reflux; Inert atmosphere

With Lawessons reagent; N-Bromosuccinimide; tetrabutylammomium bromide; palladium diacetate; sodium carbonate; In ethanol; water; N,N-dimethyl-formamide; toluene; cyclohexanol; 2: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.5b00079

upstream raw materials:

3-chloro-N-(2-fluoro-phenyl)-propionamide

2-Fluoroaniline

Downstream raw materials:

9-fluoro-1-methyl-7-(5-phenyl-pyridin-3-yl)-4,5-dihydro-[1,2,4]triazolo[4,3-a]quinoline