N₁-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methoxycarbonyl-2-nitroaniline

Base Information

• Chemical Name: N₁-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methoxycarbonyl-2-nitroaniline
• CAS No.: 1372406-97-7
• Molecular Formula: C₂₆H₂₀N₄O₅
• Molecular Weight: 468.469
• Mol file: 1372406-97-7.mol

Synonyms:N₁-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methoxycarbonyl-2-nitroaniline

Chemical Property of N₁-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methoxycarbonyl-2-nitroaniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N₁-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methoxycarbonyl-2-nitroaniline

There total 3 articles about N₁-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methoxycarbonyl-2-nitroaniline 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%

diethyl 1-cyanomethylphosphonate (2537-48-6) + N1-(4'-cyanophenyl)-5-(2'',6''-dimethyl-4''-formylphenoxy)-4-methoxycarbonyl-2-nitroaniline (1372129-85-5) → N1-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methoxycarbonyl-2-nitroaniline (1372406-97-7)

Guidance literature:

diethyl 1-cyanomethylphosphonate; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.5h;

N₁-(4'-cyanophenyl)-5-(2'',6''-dimethyl-4''-formylphenoxy)-4-methoxycarbonyl-2-nitroaniline; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/jm3007678

Reference yield:

2,4 dichlorobenzoic acid (50-84-0) → N1-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methoxycarbonyl-2-nitroaniline (1372406-97-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfuric acid; nitric acid / 2 h / 0 - 20 °C

2.1: sulfuric acid / 2 h / Reflux

3.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 20 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 190 °C / Microwave irradiation

5.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C

5.2: 3 h / 20 °C

With sulfuric acid; potassium tert-butylate; nitric acid; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm3007678

Reference yield:

2,4-dichloro-5-nitrobenzoic acid (19861-62-2) → N1-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methoxycarbonyl-2-nitroaniline (1372406-97-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid / 2 h / Reflux

2.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 20 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 190 °C / Microwave irradiation

4.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C

4.2: 3 h / 20 °C

With sulfuric acid; potassium tert-butylate; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm3007678

upstream raw materials:

diethyl 1-cyanomethylphosphonate

N₁-(4'-cyanophenyl)-5-(2'',6''-dimethyl-4''-formylphenoxy)-4-methoxycarbonyl-2-nitroaniline

2,4 dichlorobenzoic acid

2,4-dichloro-5-nitrobenzoic acid

Downstream raw materials:

N₁-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-carboxy-2-nitroaniline

N₁-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-carbamoyl-2-nitroaniline

N₁-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methylcarbamoyl-2-nitroaniline

N¹-(4-cyanophenyl)-5-(4'-cyanovinyl-2',6'-dimethylphenoxy)-4-hydroxymethyl-2-nitroaniline