4,5-dimethoxycarbonyl-1-(4'-fluorophenyl)-1H-pyrrole-2,3-dione

Base Information

• Chemical Name: 4,5-dimethoxycarbonyl-1-(4'-fluorophenyl)-1H-pyrrole-2,3-dione
• CAS No.: 251986-57-9
• Molecular Formula: C₁₄H₁₀FNO₆
• Molecular Weight: 307.235
• Mol file: 251986-57-9.mol

Synonyms:4,5-dimethoxycarbonyl-1-(4'-fluorophenyl)-1H-pyrrole-2,3-dione

Chemical Property of 4,5-dimethoxycarbonyl-1-(4'-fluorophenyl)-1H-pyrrole-2,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 4,5-dimethoxycarbonyl-1-(4'-fluorophenyl)-1H-pyrrole-2,3-dione

There total 2 articles about 4,5-dimethoxycarbonyl-1-(4'-fluorophenyl)-1H-pyrrole-2,3-dione 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: 88.0%

oxalyl dichloride (79-37-8) + methyl 3-carbomethoxy-3-(4'-fluorophenyl)amino-2-propenoate (251986-49-9) → 4,5-dimethoxycarbonyl-1-(4'-fluorophenyl)-1H-pyrrole-2,3-dione (251986-57-9)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 20 ℃;

DOI:10.3987/COM-99-8629

Reference yield:

4-fluoroaniline (371-40-4) → 4,5-dimethoxycarbonyl-1-(4'-fluorophenyl)-1H-pyrrole-2,3-dione (251986-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / methanol / 20 °C

2: 88 percent / tetrahydrofuran; diethyl ether / 20 °C

In tetrahydrofuran; methanol; diethyl ether; 1: Addition / 2: Acylation;

DOI:10.3987/COM-99-8629

Reference yield:

4,5-dimethoxycarbonyl-1-(4'-fluorophenyl)-1H-pyrrole-2,3-dione (251986-57-9) → 6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (343-10-2,117685-48-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / diphenyl ether / 0.5 h / 230 °C

2: 99 percent / NaOH / H₂O / 1 h / 60 °C

3: 0.33 h / 180 °C / heating with powdered glass

4: NaOH / H₂O / 0.5 h / 80 °C

With sodium hydroxide; In diphenylether; water; 1: Ring cleavage / 2: Hydrolysis / 3: Decarboxylation / 4: Hydrolysis;

DOI:10.3987/COM-99-8629

upstream raw materials:

oxalyl dichloride

methyl 3-carbomethoxy-3-(4'-fluorophenyl)amino-2-propenoate

4-fluoroaniline

Downstream raw materials:

6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid