2-[2-Ethoxycarbonyl-1-phenyl-eth-(E)-ylideneamino]-benzoic acid methyl ester

Base Information

• Chemical Name: 2-[2-Ethoxycarbonyl-1-phenyl-eth-(E)-ylideneamino]-benzoic acid methyl ester
• CAS No.: 117874-60-9
• Molecular Formula: C₁₉H₁₉NO₄
• Molecular Weight: 325.364
• Mol file: 117874-60-9.mol

Synonyms:2-[2-Ethoxycarbonyl-1-phenyl-eth-(E)-ylideneamino]-benzoic acid methyl ester

Chemical Property of 2-[2-Ethoxycarbonyl-1-phenyl-eth-(E)-ylideneamino]-benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 2-[2-Ethoxycarbonyl-1-phenyl-eth-(E)-ylideneamino]-benzoic acid methyl ester

There total 1 articles about 2-[2-Ethoxycarbonyl-1-phenyl-eth-(E)-ylideneamino]-benzoic acid methyl 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: 39.0%

ethyl 3-oxo-3-phenylpropionate (94-02-0) + 2-carbomethoxyaniline (134-20-3) → 2-[2-Ethoxycarbonyl-1-phenyl-eth-(E)-ylideneamino]-benzoic acid methyl ester (117874-60-9)

Guidance literature:

With methanesulfonic acid; In benzene; for 36h; Heating;

DOI:10.1021/jm00122a018

Reference yield: 35.0%

2-[2-Ethoxycarbonyl-1-phenyl-eth-(E)-ylideneamino]-benzoic acid methyl ester (117874-60-9) → 8-(methoxycarbonyl)-2-phenyl-4(1H)-quinolone (107027-76-9)

Guidance literature:

In various solvent(s); at 255 ℃;

DOI:10.1021/jm00122a018

Reference yield:

2-[2-Ethoxycarbonyl-1-phenyl-eth-(E)-ylideneamino]-benzoic acid methyl ester (117874-60-9) → N-<2-(dimethylamino)ethyl>-2-(4-aminophenyl)quinoline-8-carboxamide dihydrochloride (107027-06-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 35 percent / various solvent(s) / 255 °C

2: 98 percent / KOH / aq. ethanol / 2 h / Heating

3: 1.) KOH, Al-foil, 2) HCl, FeCl₃ / 1.) 50percent aq. EtOH, 2.) reflux, 30 min

4: 35 percent / fuming HNO₃ / 2 h / -5 °C

5: 1.) 1,1'-carbonyldiimidazole, 3.) conc. HCl / 1.) DMF, 20 to 40 deg C, 20 min, 2.) 20 deg C, 15 min

6: 72 percent / 1.) Fe-powder, acetic acid, 2.) conc. HCl / aq. ethanol / 1 h / Heating

With hydrogenchloride; potassium hydroxide; nitric acid; iron(III) chloride; iron; acetic acid; 1,1'-carbonyldiimidazole; aluminium; In ethanol;

DOI:10.1021/jm00122a018

upstream raw materials:

ethyl 3-oxo-3-phenylpropionate

2-carbomethoxyaniline

Downstream raw materials:

8-(methoxycarbonyl)-2-phenyl-4(1H)-quinolone

2-phenylquinoline-8-carboxylic acid

2-phenyl-4(1H)-quinolone-8-carboxylic acid

2-(4-Nitrophenyl)quinoline-8-carboxylic acid