ethyl 6,7-difluoro-4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylate

Base Information

• Chemical Name: ethyl 6,7-difluoro-4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylate
• CAS No.: 108138-15-4
• Molecular Formula: C₁₈H₁₃F₂NO₃
• Molecular Weight: 329.303
• Mol file: 108138-15-4.mol

Synonyms:ethyl 6,7-difluoro-4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylate

Chemical Property of ethyl 6,7-difluoro-4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 6,7-difluoro-4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylate

There total 5 articles about ethyl 6,7-difluoro-4-oxo-1-phenyl-1,4-dihydroquinoline-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: 70.2%

ethyl 2,4,5-trifluorobenzoylacetate (98349-24-7) + orthoformic acid triethyl ester (122-51-0) + aniline (62-53-3) → ethyl 6,7-difluoro-4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylate (108138-15-4)

Guidance literature:

ethyl 2,4,5-trifluorobenzoylacetate; orthoformic acid triethyl ester; With acetic anhydride; at 100 ℃; for 2h;

aniline; In dimethyl sulfoxide; at 25 ℃; for 2h;

With potassium carbonate; In dimethyl sulfoxide; at 100 ℃; for 1h;

Reference yield:

(Z)-3-Phenylamino-2-(2,4,5-trifluoro-benzoyl)-acrylic acid ethyl ester (108115-65-7) → ethyl 6,7-difluoro-4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylate (108138-15-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1021/jm00015a021

Reference yield:

2,4,5-trifluorobenzoic acid (446-17-3) → ethyl 6,7-difluoro-4-oxo-1-phenyl-1,4-dihydroquinoline-3-carboxylate (108138-15-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) (COCl)2, 2.) C₃H₇MgCl / 1.) CH₂Cl₂, DMF, 2.) THF

2: 1.) Ac₂O / 2.) Et₂O

3: NaH / tetrahydrofuran

With oxalyl dichloride; C₃H₇MgCl; acetic anhydride; sodium hydride; In tetrahydrofuran;

DOI:10.1021/jm00015a021

upstream raw materials:

(Z)-3-Phenylamino-2-(2,4,5-trifluoro-benzoyl)-acrylic acid ethyl ester

2,4,5-trifluorobenzoic acid

ethyl 2,4,5-trifluorobenzoylacetate

orthoformic acid triethyl ester

Downstream raw materials:

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

6,7-Difluoro-1,4-dihydro-4-oxo-1-phenyl-3-quinolinecarboxylic acid