1-(2,4-Difluorophenyl)-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Base Information

• Chemical Name: 1-(2,4-Difluorophenyl)-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
• CAS No.: 103995-01-3
• Molecular Formula: C16H7 F4 N O3
• Molecular Weight: 337.23
• European Community (EC) Number: 406-710-0
• UNII: M05QDS0E77
• DSSTox Substance ID: DTXSID30275643
• Nikkaji Number: J367.525D
• Wikidata: Q82005762
• Mol file: 103995-01-3.mol

Synonyms:103995-01-3;1-(2,4-DIFLUOROPHENYL)-6,7-DIFLUORO-1,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLIC ACID;1-(2,4-difluorophenyl)-6,7-difluoro-4-oxoquinoline-3-carboxylic acid;1-(2,4-difluorophenyl)-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid;Abbott-72931;M05QDS0E77;1-(2,4-Difluorophenyl)-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid;3-Quinolinecarboxylic acid, 1-(2,4-difluorophenyl)-6,7-difluoro-1,4-dihydro-4-oxo-;UNII-M05QDS0E77;Oprea1_103293;SCHEMBL500692;DTXSID30275643;AKOS000281058;1 -(2 ,4-difluorophenyl) -6,7-difluoro-4-oxo-1 ,4-dihydro-3-quinolinecarboxylic acid;1-(2',4'-difluorophenyl)-6,7-difluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid;1-(2,4-Difluorophenyl)-4-oxo-6,7-difluoro-1,4-dihydroquinoline-3-carboxylic acid;1-(2,4-difluorophenyl)-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid;6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-3-quinoline carboxylic acid;6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid;1-(2,4-DIFLUORO-PHENYL)-6,7-DIFLUORO-4-OXO-1,4-DIHYDRO-QUINOLINE-3-CARBOXYLIC ACID

Chemical Property of 1-(2,4-Difluorophenyl)-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.02E-09mmHg at 25°C
• Boiling Point: 472.2°Cat760mmHg
• Flash Point: 239.4°C
• PSA: 59.30000
• Density: 1.618g/cm³
• LogP: 3.24530
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 337.03620573
• Heavy Atom Count: 24
• Complexity: 570

Purity/Quality:

99% ^*data from raw suppliers

1-(2,4-Difluorophenyl)-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)F)N2C=C(C(=O)C3=CC(=C(C=C32)F)F)C(=O)O
• Uses: 1-(2,4-Difluorophenyl)-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid is an intermediate used to prepare hydrazinoquinolones and azetidinylquinolinones derivatives as antibacterial agents.

Technology Process of 1-(2,4-Difluorophenyl)-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

There total 10 articles about 1-(2,4-Difluorophenyl)-6,7-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid 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: 98.0%

6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid ethyl ester (108138-17-6) → 6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid (103995-01-3)

Guidance literature:

With hydrogenchloride; In trifluoroacetic acid; at 70 ℃; for 48h;

DOI:10.1021/jm00105a025

Reference yield: 92.0%

methyl 6,7-difluoro-1-(2,4-difluorophenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate → 6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid (103995-01-3)

Guidance literature:

With hydrogenchloride; In methanol; for 8h; Heating;

DOI:10.1055/s-2006-926360

Reference yield:

ethyl 2,4,5-trifluorobenzoylacetate (98349-24-7) → 6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid (103995-01-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Ac₂O / 2.) Et₂O

2: NaH / tetrahydrofuran

3: 6 M HCl

With hydrogenchloride; acetic anhydride; sodium hydride; In tetrahydrofuran;

DOI:10.1021/jm00015a021

upstream raw materials:

6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid ethyl ester

2,4-difluorophenylamine

2,4,5-trifluorobenzoic acid

ethyl 2,4,5-trifluorobenzoylacetate

Downstream raw materials:

1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-7-(3-ethylaminomethyl-1-pyrrolidinyl)quinoline-3-carboxylic acid

1-(2,4-Difluoro-phenyl)-6-fluoro-7-((1S,4S)-5-methyl-2,5-diaza-bicyclo[2.2.1]hept-2-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride

A 57531