1-(p-Fluoro-phenyl-6-fluoro-7-chloro-4-oxo-3-quinolinecarboxylic acid Chemical Properties

Melting point:

260-264℃

Boiling point:

514℃

Density 

1.584

Flash point:

265℃

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly, Heated)

Major Application

pharmaceutical (small molecule)

InChI

1S/C16H8ClF2NO3/c17-12-6-14-10(5-13(12)19)15(21)11(16(22)23)7-20(14)9-3-1-8(18)2-4-9/h1-7H,(H,22,23)

InChIKey

FBAMWRYINJFGPJ-UHFFFAOYSA-N

SMILES

Fc1ccc(cc1)[n]2c3c([c](c(c2)C(=O)O)=O)cc(c(c3)Cl)F

1-(p-Fluoro-phenyl-6-fluoro-7-chloro-4-oxo-3-quinolinecarboxylic acid Usage And Synthesis

Uses

7-Chloro-6-fluoro-1-(4-fluorophenyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid is a 1-arylated derivative of 1,4-dihydro-4-oxoquinoline-3-carboxylic acid with antibacterial activity.

Synthesis

1-(p-Fluoro-phenyl)-6-fluoro-7-chloro-4-oxo-3-quinolinecarboxylic acid was synthesised by a three-step procedure. Step 1: Preparation of 2,4-dichloro-5-fluoroacetophenone. 2,4-Dichlorofluorobenzene undergoes a Friedel-Crafts reaction with AcCl catalyzed by anhydrous AlCl3. Step 2: Preparation of methyl -(2,4-dichloro-5-fluorobenzoyl)--(4-fluoroanilino)acrylate. The ketone from step 1 reacts with (MeO)2CO and NaH, then with a dimethyl sulfate/DMF complex. Water is added, followed by p-fluoroaniline to give the product. Step 3: Preparation of 7-chloro-6-fluoro-1-p-fluorophenyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid. The product from step 2 reacts with NaH in chlorobenzene. NaOH solution is then added for hydrolysis. Acidification precipitates the product.

1-(p-Fluoro-phenyl-6-fluoro-7-chloro-4-oxo-3-quinolinecarboxylic acid(98105-79-4)Related Product Information

• CHLOROPHENYLSILANE
• Sulfenone
• 2-FLUOROPHENYL CYCLOPENTYL KETONE
• DIPHENYLENEIODONIUM CHLORIDE
• Ethanone,1-(2-amino-4-chloro-5-fluorophenyl)-
• AKOS 1300
• 1-(p-Fluoro-phenyl-6-fluoro-7-chloro-4-oxo-3-quinolinecarboxylic acid
• 4-FLUORODIPHENYLAMINE
• 3-(4-Chloro-3-fluorophenyl)-2-methylprop-1-ene
• AKOS 95
• 3-(4-CHLORO-3-FLUOROPHENYL)-1-PROPENE