Ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate
• CAS No.: 100501-62-0
• Molecular Formula: C14H12F3NO3
• Molecular Weight: 299.249
• Hs Code.: 2933499090
• European Community (EC) Number: 405-880-3,626-421-5
• DSSTox Substance ID: DTXSID80408707
• Nikkaji Number: J135.049H
• Wikidata: Q72474848
• Mol file: 100501-62-0.mol

Synonyms:100501-62-0;Ethyl 1-ethyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate;Ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate;1-ETHYL-6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLIC ACID ETHYL ESTER;ethyl 1-ethyl-6,7,8-trifluoro-4-oxoquinoline-3-carboxylate;1-Ethyl-6,7,8-trifluoro-1,4-dihydro -4-oxohydroquinoline-3-carboxylic acid ethyl ester;3-Quinolinecarboxylic acid, 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-, ethyl ester;Ethyl 1-Ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate;ETHYL 1-ETHYL-6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXOQUINOLINE-3-CARBOXYLATE;LWLLHOVWIFISMG-UHFFFAOYSA-N;MFCD00276022;EC 405-880-3;SCHEMBL6756451;DTXSID80408707;BCP12624;AKOS015914669;Ethyl-6,7,8-trifluoro-N-ethyl-2,5-thihydro-4-oxo-3-quinoline carboxylate;SB68603;AS-73961;CS-0205507;E0888;FT-0642424;NS00008976;D90577;A800219;J-000150;Ethyl1-ethyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate;1-ethyl-1,4-dihydro-6,7,8-trifluoro-4-oxo-3-quinolinecarboxylic acid, ethyl ester;Ethyl 1-ethyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate, 97%

Chemical Property of Ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 2.32E-06mmHg at 25°C
• Melting Point: 204-208 °C
• Refractive Index: 1.519
• Boiling Point: 392.3 °C at 760 mmHg
• PKA: 0.18±0.70(Predicted)
• Flash Point: 191 °C
• PSA: 48.30000
• Density: 1.363 g/cm³
• LogP: 2.61540
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 299.07692773
• Heavy Atom Count: 21
• Complexity: 468

Purity/Quality:

99% ^*data from raw suppliers

Ethyl1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43-52/53
• Safety Statements: 24-37-61

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

There total 7 articles about Ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate 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: 76.0%

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + ethyl iodide (75-03-6) → ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (100501-62-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 95 ℃; for 10h;

DOI:10.1016/j.ejmech.2011.01.044

Reference yield:

2,3,4-trifluoroaniline (3862-73-5) → ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (100501-62-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / 2 h / Heating

2: 83 percent / various solvent(s) / 6 h / 250 °C

3: 53 percent / potassium carbonate / dimethylformamide / 10 h / Heating

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.11.079

Reference yield:

diethyl 2-((2,3,4-trifluorophenylamino)methylene)malonate (100501-60-8) → ethyl 1-ethyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (100501-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / various solvent(s) / 6 h / 250 °C

2: 53 percent / potassium carbonate / dimethylformamide / 10 h / Heating

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.11.079

upstream raw materials:

ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate

ethyl iodide

triethyl phosphate

2,3,4-trifluoroaniline

Downstream raw materials:

7-(4-benzylpiperazin-1-yl)-1-ethyl-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

1-ethyl-6,8-difluoro-4-oxo-7-(4-phenylpiperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid

8-fluoronorfloxacin

8-fluoro-pefloxacin

Refernces

• 1、 Azad, Chandra S.,Bhunia, Shome S.,Krishna, Atul,Shukla, Praveen K.,Saxena, Anil K.. "Novel Glycoconjugate of 8-Fluoro Norfloxacin Derivatives as Gentamicin-resistant Staphylococcus aureus Inhibitors: Synthesis and Molecular Modelling Studies". . p. 440 - 446. Retrieved 2015/02/19.
• 2、 Sunduru, Naresh,Gupta, Leena,Chauhan, Kuldeep,Mishra, Nripendra N.,Shukla, Praveen K.,Chauhan, Prem M.S.. "Synthesis and antibacterial evaluation of novel 8-fluoro Norfloxacin derivatives as potential probes for methicillin and vancomycin-resistant Staphylococcus aureus". experimental part. p. 1232 - 1244. Retrieved 2011/04/22.