Methyl 6-fluoro-4-oxo-1,4-dihydroquinoline-2-carboxylate

Base Information

• Chemical Name: Methyl 6-fluoro-4-oxo-1,4-dihydroquinoline-2-carboxylate
• CAS No.: 19271-19-3
• Molecular Formula: C11H8FNO3
• Molecular Weight: 221.188
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10464396
• Nikkaji Number: J1.969.358I
• Wikidata: Q72490826
• Mol file: 19271-19-3.mol

Synonyms:19271-19-3;methyl 6-fluoro-4-oxo-1,4-dihydroquinoline-2-carboxylate;Methyl 6-fluoro-4-oxo-1H-quinoline-2-carboxylate;methyl6-fluoro-4-oxo-1,4-dihydroquinoline-2-carboxylate;methyl 6-fluoro-1,4-dihydro-4-oxoquinoline-2-carboxylate;6-Fluoro-4-oxo-1,4-dihydro-quinoline-2-carboxylic acid methyl ester;SCHEMBL2908530;DTXSID10464396;BESDSRIEDPEFRN-UHFFFAOYSA-N;HMS3435N02;AKOS005067875;AKOS012682799;CCG-127093;SB71739;BS-21993;FT-0697914;G10646;methyl-6-fluoro-4-hydroxy-2-quinolinecarboxylate;A854034;methyl 6-fluoro-4-oxo-1,4-dihydro-2-quinolincarboxylate;6-Fluoro-4-hydroxyquinoline-2-carboxylic acid methyl ester;2-Quinolinecarboxylic acid, 6-fluoro-1,4-dihydro-4-oxo-, methyl ester

Chemical Property of Methyl 6-fluoro-4-oxo-1,4-dihydroquinoline-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.000119mmHg at 25°C
• Refractive Index: 1.561
• Boiling Point: 335.5 °C at 760 mmHg
• Flash Point: 156.7 °C
• PSA: 59.16000
• Density: 1.366 g/cm³
• LogP: 1.45380
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 221.04882128
• Heavy Atom Count: 16
• Complexity: 353

Purity/Quality:

97% ^*data from raw suppliers

6-Fluoro-4-hydroxy-quinoline-2-carboxylicAcidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=O)C2=C(N1)C=CC(=C2)F

Technology Process of Methyl 6-fluoro-4-oxo-1,4-dihydroquinoline-2-carboxylate

There total 7 articles about Methyl 6-fluoro-4-oxo-1,4-dihydroquinoline-2-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: 97.0%

(p-fluoroanilino)-fumaric acid, dimethyl ester (20866-71-1) → methyl 6-fluoro-1,4-dihydro-4-oxoquinoline-2-carboxylate (19271-19-3)

Guidance literature:

In diphenylether; Heating;

DOI:10.1016/S0960-894X(00)00354-1

Reference yield: 73.0%

2-(4-fluorophenylamino)but-2-enedioic acid dimethyl ester → methanol (67-56-1) + methyl 6-fluoro-1,4-dihydro-4-oxoquinoline-2-carboxylate (19271-19-3)

Guidance literature:

In diphenyl ether-biphenyl eutectic; at 235 - 240 ℃; for 0.666667h;

Reference yield: 42.0%

dimethyl acetylenedicarboxylate (762-42-5) + 4-fluoroaniline (371-40-4) → methyl 6-fluoro-1,4-dihydro-4-oxoquinoline-2-carboxylate (19271-19-3)

Guidance literature:

In ethanol; for 1h; Reflux;

DOI:10.1002/jhet.922

upstream raw materials:

(p-fluoroanilino)-fumaric acid, dimethyl ester

dimethyl acetylenedicarboxylate

4-fluoroaniline

Downstream raw materials:

4-chloro-6-fluoro-quinoline-2-carboxylic acid methyl ester

methyl 1-{[(benzoylamino)carbonyl]amino}-6-fluoro-4-oxo-1,4-dihydro-2-quinolinecarboxylate

methyl 6-fluoro-1-[({[(4-methylphenyl) sulfonyl]amino}carbonyl)amino]-4-oxo-1,4-dihydro-2-quinolinecarboxylate

1-(2-benzyloxy-ethyl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-2-carboxylic acid