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

Base Information

• Chemical Name: N¹-(4-cyanophenyl)-5-(4'-cyanovinyl-2',6'-dimethylphenoxy)-4-hydroxymethyl-2-nitroaniline
• CAS No.: 1372407-01-6
• Molecular Formula: C₂₅H₂₀N₄O₄
• Molecular Weight: 440.458
• Mol file: 1372407-01-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about N¹-(4-cyanophenyl)-5-(4'-cyanovinyl-2',6'-dimethylphenoxy)-4-hydroxymethyl-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: 91.0%

N1-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methoxycarbonyl-2-nitroaniline (1372406-97-7) → N1-(4-cyanophenyl)-5-(4'-cyanovinyl-2',6'-dimethylphenoxy)-4-hydroxymethyl-2-nitroaniline (1372407-01-6)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jm3007678

Reference yield:

2,4-dichloro-5-nitrobenzoic acid (19861-62-2) → N1-(4-cyanophenyl)-5-(4'-cyanovinyl-2',6'-dimethylphenoxy)-4-hydroxymethyl-2-nitroaniline (1372407-01-6)

Guidance literature:

Multi-step reaction with 5 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

5.1: lithium borohydride / tetrahydrofuran / 20 °C

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

DOI:10.1021/jm3007678

Reference yield:

N1-(4'-cyanophenyl)-5-(2'',6''-dimethyl-4''-formylphenoxy)-4-methoxycarbonyl-2-nitroaniline (1372129-85-5) → N1-(4-cyanophenyl)-5-(4'-cyanovinyl-2',6'-dimethylphenoxy)-4-hydroxymethyl-2-nitroaniline (1372407-01-6)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: 3 h / 20 °C

2.1: lithium borohydride / tetrahydrofuran / 20 °C

With lithium borohydride; potassium tert-butylate; In tetrahydrofuran;

DOI:10.1021/jm3007678

upstream raw materials:

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

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

2,4 dichlorobenzoic acid

2,4-dichloro-5-nitrobenzoic acid

Downstream raw materials:

C₂₅H₂₂N₄O₂

5-(4''-cyanoethyl-2'',6''-dimethylphenoxy)-N₁-(4'-cyanophenyl)-4-hydroxymethyl-1,2-phenylenediamine

C₂₆H₂₄N₄O₂

C₂₇H₂₄N₄O₃