ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE

Base Information

• Chemical Name: ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE
• CAS No.: 79660-46-1
• Molecular Formula: C12H8F3NO3
• Molecular Weight: 271.196
• Hs Code.: 29334910
• European Community (EC) Number: 621-582-8
• DSSTox Substance ID: DTXSID90229824
• Nikkaji Number: J135.073K,J2.421.718C
• Wikidata: Q72477541
• Mol file: 79660-46-1.mol

Synonyms:CycliccompoundofLomefloxacin;

Chemical Property of ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE

Chemical Property:

• Appearance/Colour: beige to beige-brown powder
• Vapor Pressure: 6.67E-05mmHg at 25°C
• Melting Point: 275 °C (dec.)(lit.)
• Refractive Index: 1.522
• Boiling Point: 344.3 °C at 760 mmHg
• PKA: -0.92±0.70(Predicted)
• Flash Point: 162 °C
• PSA: 59.16000
• Density: 1.451 g/cm³
• LogP: 2.12210
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 271.04562760
• Heavy Atom Count: 19
• Complexity: 426

Purity/Quality:

99% ^*data from raw suppliers

Ethyl6,7,8-Trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=CNC2=C(C(=C(C=C2C1=O)F)F)F

Technology Process of ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE

There total 17 articles about ETHYL 6,7,8-TRIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLATE 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%

ethyl 1-benzyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (214602-25-2) → ethyl 6,7,8-trifluoro-4-hydroxyquinoline-3-carboxylate (79660-46-1,80104-36-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 20h;

DOI:10.1248/cpb.56.346

Reference yield: 85.7%

diethyl 2-((2,3,4-trifluorophenylamino)methylene)malonate (100501-60-8) → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1)

Guidance literature:

In diphenylether; at 190 ℃; for 0.416667h; Microwave irradiation;

DOI:10.1080/00397910902906503

Reference yield: 18.0%

Ethyl 1--N-methylamino>-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (147694-57-3) → ethyl 6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate (79660-46-1) + Ethyl 3,3-bis(tert-butoxycarbonyl)-4,5-difluoro-2,3-dihydro-1-methyl-7-oxo-1H,7H-pyrido<3,2,1-i,j>cinnoline-8-carboxylate (147694-55-1)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 80 ℃; for 4h;

DOI:10.1021/jo00117a057

upstream raw materials:

diethyl 2-((2,3,4-trifluorophenylamino)methylene)malonate

(5R,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-{N-[(Z)-2-ethoxycarbonyl-3-oxo-3-(2,3,4,5-tetrafluoro-phenyl)-propenyl]aminosulfanyl}-7-oxo-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester

Ethyl 1--N-methylamino>-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

2,3,4-trifluoroaniline

Downstream raw materials:

ethyl 1-(benzhydryloxy carbonyl)methyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate

ethyl 1-<1-(benzhydryloxy carbonyl)ethyl>-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline carboxylate

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

ethyl 4-chloro-6,7,8-trifluoroquinoline-3-carboxylate

Refernces

• 1、 Leyva-Ramos, Socorro,Hernández-López, Hiram,Jiménez-Cata?o, Rogelio,Chacón-García, Luis,Vega-Rodríguez, Sarai. "An efficient reduction of azide to amine: A new methodology to synthesize ethyl 7-amino-1-ethyl-6,8-difluoroquinolone-3-carboxylate and its spectroscopic characterization". . p. 939 - 947. Retrieved 2017/05/01.
• 2、 Dichiarante, Valentina,Pretali, Luca,Fasani, Elisa,Albini, Angelo. "Photochemistry of some non zwitterionic fluoroquinolones". . p. 41 - 48. Retrieved 2013/10/22.