1,3-Diethyl 2-[[[4-fluoro-3-(1H-pyrrol-1-yl)phenyl]amino]methylene]propanedioate

Base Information

• Chemical Name: 1,3-Diethyl 2-[[[4-fluoro-3-(1H-pyrrol-1-yl)phenyl]amino]methylene]propanedioate
• CAS No.: 96623-76-6
• Molecular Formula: C₁₈H₁₉FN₂O₄
• Molecular Weight: 346.358
• DSSTox Substance ID: DTXSID101135152
• Mol file: 96623-76-6.mol

Synonyms:SCHEMBL10675664;DTXSID101135152;1,3-Diethyl 2-[[[4-fluoro-3-(1H-pyrrol-1-yl)phenyl]amino]methylene]propanedioate;96623-76-6

Chemical Property of 1,3-Diethyl 2-[[[4-fluoro-3-(1H-pyrrol-1-yl)phenyl]amino]methylene]propanedioate

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 346.13288525
• Heavy Atom Count: 25
• Complexity: 472

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(=CNC1=CC(=C(C=C1)F)N2C=CC=C2)C(=O)OCC

Technology Process of 1,3-Diethyl 2-[[[4-fluoro-3-(1H-pyrrol-1-yl)phenyl]amino]methylene]propanedioate

There total 3 articles about 1,3-Diethyl 2-[[[4-fluoro-3-(1H-pyrrol-1-yl)phenyl]amino]methylene]propanedioate 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: 80.8%

diethyl 2-ethoxymethylenemalonate (87-13-8) + 3-(1H-pyrrol-1-yl)-4-fluoroaniline → diethyl 4-fluoro-3-(1H-pyrrol-1-yl)anilinomethylenemalonate (96623-76-6)

Guidance literature:

In ethanol;

Reference yield:

6-fluoro-3-nitroaniline (369-36-8) → diethyl 4-fluoro-3-(1H-pyrrol-1-yl)anilinomethylenemalonate (96623-76-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 88.3 percent / acetic acid / 0.5 h / 130 °C

2: hydrogen / 5percent rhodium on alumina / aq. ethanol / 3040 Torr

3: 80.8 percent / aq. ethanol

With hydrogen; Rh/Al₂O₃; In ethanol; acetic acid;

Reference yield:

4-fluoro-3-(1H-pyrrol-1-yl)nitrobenzene (96623-75-5) → diethyl 4-fluoro-3-(1H-pyrrol-1-yl)anilinomethylenemalonate (96623-76-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / 5percent rhodium on alumina / aq. ethanol / 3040 Torr

2: 80.8 percent / aq. ethanol

With hydrogen; Rh/Al₂O₃; In ethanol;

upstream raw materials:

diethyl 2-ethoxymethylenemalonate

6-fluoro-3-nitroaniline

4-fluoro-3-(1H-pyrrol-1-yl)nitrobenzene

Downstream raw materials:

Irloxacin