8-FLUORO-4(1H)-QUINOLINONE

Base Information

• Chemical Name: 8-FLUORO-4(1H)-QUINOLINONE
• CAS No.: 934000-16-5
• Molecular Formula: C₉H₆FNO
• Molecular Weight: 163.151
• Mol file: 934000-16-5.mol

Synonyms:8-FLUORO-4(1H)-QUINOLINONE;8-Fluoroquinolin-4(1H)-one

Chemical Property of 8-FLUORO-4(1H)-QUINOLINONE

Chemical Property:

• PSA: 32.86000
• LogP: 1.66720

Purity/Quality:

99% ^*data from raw suppliers

8-Fluoroquinolin-4(1H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-FLUORO-4(1H)-QUINOLINONE

There total 2 articles about 8-FLUORO-4(1H)-QUINOLINONE 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: 96.0%

ethyl 8-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (71083-06-2) → 8-fluoroquinolin-4(1H)-one (934000-16-5,63010-71-9)

Guidance literature:

With water; In diphenylether; at 260 ℃; for 0.333333h; under 15001.5 Torr; microwave irradiation;

DOI:10.1135/cccc20060978

Reference yield:

cycl-isopropylidene malonate (2033-24-1) + 2-Fluoroaniline (348-54-9) → 8-fluoroquinolin-4(1H)-one (934000-16-5,63010-71-9)

Guidance literature:

cycl-isopropylidene malonate; With trimethyl orthoformate; at 110 ℃; for 2h; Inert atmosphere; Schlenk technique;

2-Fluoroaniline; at 110 ℃; for 2h; Inert atmosphere; Schlenk technique;

In diphenylether; at 250 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.2c00020

Reference yield:

8-fluoroquinolin-4(1H)-one (934000-16-5,63010-71-9) + benzyl chloroformate (501-53-1,94274-21-2) → 1-benzyloxycarbonyl-8-fluoro-4-quinolone

Guidance literature:

8-fluoroquinolin-4(1H)-one; With sodium hydride; In tetrahydrofuran; mineral oil; at 55 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

benzyl chloroformate; In tetrahydrofuran; mineral oil; at 20 ℃; for 21h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.2c00020

upstream raw materials:

ethyl 8-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

cycl-isopropylidene malonate

2-Fluoroaniline

Refernces

• 1、 Adams, Martina M.,Bats, Jan W.,Nikolaus, Nadja V.,Witvrouw, Myriam,Debyser, Zeger,Engels, Joachim W.. "Microwave-assisted synthesis of fluoroquinolones and their nucleosides as inhibitors of HIV integrase". . p. 978 - 990. Retrieved 2008/09/18.