7-(4-Allylpiperazinyl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Base Information

• Chemical Name: 7-(4-Allylpiperazinyl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
• CAS No.: 70458-97-8
• Molecular Formula: C19H22FN3O3
• Molecular Weight: 359.3947
• DSSTox Substance ID: DTXSID00220721
• Nikkaji Number: J612.024E
• ChEMBL ID: CHEMBL29189
• Mol file: 70458-97-8.mol

Synonyms:7-(4-Allylpiperazinyl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid;3-Quinolinecarboxylic acid, 1,4-dihydro-1-ethyl-6-fluoro-4-oxo-7-(4-(2-propenyl)-1-piperazinyl)-;70458-97-8;C19H22FN3O3;N-Allylpefloxacin;CHEMBL29189;SCHEMBL11388509;DTXSID00220721;LS-141595

Chemical Property of 7-(4-Allylpiperazinyl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 9.91E-13mmHg at 25°C
• Boiling Point: 545.5°C at 760 mmHg
• Flash Point: 283.7°C
• Density: 1.276g/cm³
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 359.16451973
• Heavy Atom Count: 26
• Complexity: 601

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C=C(C(=O)C2=CC(=C(C=C21)N3CCN(CC3)CC=C)F)C(=O)O

Technology Process of 7-(4-Allylpiperazinyl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

There total 9 articles about 7-(4-Allylpiperazinyl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-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: 89.0%

1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid (70458-96-7) + allyl bromide (106-95-6) → 7-(4-allylpiperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (70458-97-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 80 - 90 ℃; for 2h;

DOI:10.1021/jm00186a014

Reference yield:

3-chloro-4-fluorophenylamine (367-21-5) → 7-(4-allylpiperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (70458-97-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / 2 h / 120 - 130 °C

2: diphenyl ether / 1 h / Heating

3: 90 percent / K₂CO₃ / dimethylformamide / 10 h / 80 - 90 °C

4: 90 percent / 2N NaOH / 2 h / Heating

5: 66 percent / 5 h / 130 - 140 °C

6: 89 percent / Et₃N / dimethylformamide / 2 h / 80 - 90 °C

With sodium hydroxide; potassium carbonate; triethylamine; In diphenylether; N,N-dimethyl-formamide;

DOI:10.1021/jm00186a014

Reference yield:

7-chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (68077-26-9) → 7-(4-allylpiperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (70458-97-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / 5 h / 130 - 140 °C

2: 89 percent / Et₃N / dimethylformamide / 2 h / 80 - 90 °C

With triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm00186a014

upstream raw materials:

1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid

allyl bromide

3-chloro-4-fluorophenylamine

7-chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid