7-Fluoro-1-(4-methoxy-phenyl)-8-methyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: 7-Fluoro-1-(4-methoxy-phenyl)-8-methyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester
• CAS No.: 173315-67-8
• Molecular Formula: C₂₀H₁₇FN₂O₆
• Molecular Weight: 400.363
• Mol file: 173315-67-8.mol

Synonyms:7-Fluoro-1-(4-methoxy-phenyl)-8-methyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Chemical Property of 7-Fluoro-1-(4-methoxy-phenyl)-8-methyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-Fluoro-1-(4-methoxy-phenyl)-8-methyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

There total 6 articles about 7-Fluoro-1-(4-methoxy-phenyl)-8-methyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester 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:

(Z)-3-Dimethylamino-2-[4-fluoro-2-(4-methoxy-phenylamino)-3-methyl-5-nitro-benzoyl]-acrylic acid ethyl ester → 7-Fluoro-1-(4-methoxy-phenyl)-8-methyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (173315-67-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 0.666667h; Yield given;

DOI:10.1021/jm950558v

Reference yield:

ethyl 3-(dimethylamino)acrylate (924-99-2,1117-37-9,114894-59-6) → 7-Fluoro-1-(4-methoxy-phenyl)-8-methyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (173315-67-8)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / toluene / 2 h / 90 °C

2: ethanol; diethyl ether / 0.25 h / Ambient temperature

3: K₂CO₃ / dimethylformamide / 0.67 h / 100 °C

With potassium carbonate; triethylamine; In diethyl ether; ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm950558v

Reference yield:

2-chloro-6-fluorotoluene (443-83-4) → 7-Fluoro-1-(4-methoxy-phenyl)-8-methyl-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (173315-67-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) AlCl₃, 2.) Br₂, NaOH, 3.) 99.5percent HNO₃, 98percent H₂SO₄

2: SOCl₂ / 3 h / Heating

3: Et₃N / toluene / 2 h / 90 °C

4: ethanol; diethyl ether / 0.25 h / Ambient temperature

5: K₂CO₃ / dimethylformamide / 0.67 h / 100 °C

With sodium hydroxide; aluminium trichloride; thionyl chloride; sulfuric acid; bromine; nitric acid; potassium carbonate; triethylamine; In diethyl ether; ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm950558v

upstream raw materials:

ethyl 3-(dimethylamino)acrylate

2-chloro-6-fluorotoluene

2-chloro-4-fluoro-3-methyl-5-nitrobenzoyl chloride

2-chloro-4-fluoro-3-methyl-5-nitrobenzoic acid

Downstream raw materials:

1-(4-Methoxy-phenyl)-8-methyl-7-(4-methyl-piperazin-1-yl)-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

6-Amino-1-(4-methoxy-phenyl)-8-methyl-7-(4-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester