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

Base Information

• Chemical Name: 5-(4''-cyanoethyl-2'',6''-dimethylphenoxy)-N₁-(4'-cyanophenyl)-4-hydroxymethyl-1,2-phenylenediamine
• CAS No.: 1393736-23-6
• Molecular Formula: C₂₅H₂₄N₄O₂
• Molecular Weight: 412.491

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

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

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

There total 6 articles about 5-(4''-cyanoethyl-2'',6''-dimethylphenoxy)-N₁-(4'-cyanophenyl)-4-hydroxymethyl-1,2-phenylenediamine 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: 64.0%

N1-(4-cyanophenyl)-5-(4'-cyanovinyl-2',6'-dimethylphenoxy)-4-hydroxymethyl-2-nitroaniline (1372407-01-6) → 5-(4''-cyanoethyl-2'',6''-dimethylphenoxy)-N1-(4'-cyanophenyl)-4-hydroxymethyl-1,2-phenylenediamine (1393736-23-6)

Guidance literature:

With 5% Pd/C; hydrogen; In ethanol; under 1551.49 - 2068.65 Torr;

DOI:10.1021/jm3007678

Reference yield: 64.0%

→ 5-(4''-cyanoethyl-2'',6''-dimethylphenoxy)-N1-(4'-cyanophenyl)-4-hydroxymethyl-1,2-phenylenediamine (1393736-23-6)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; for 2h; under 1551.49 - 2068.65 Torr;

Reference yield:

5-chloro-N1-(4-cyanophenyl)-4-methoxycarbonyl-2-nitroaniline (1372129-84-4) → 5-(4''-cyanoethyl-2'',6''-dimethylphenoxy)-N1-(4'-cyanophenyl)-4-hydroxymethyl-1,2-phenylenediamine (1393736-23-6)

Guidance literature:

Multi-step reaction with 4 steps

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

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

2.2: 3 h / 20 °C

3.1: lithium borohydride / tetrahydrofuran / 20 °C

4.1: hydrogen; 5% Pd/C / ethanol / 1551.49 - 2068.65 Torr

With lithium borohydride; 5% Pd/C; potassium tert-butylate; hydrogen; potassium carbonate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm3007678

upstream raw materials:

5-chloro-N¹-(4-cyanophenyl)-4-methoxycarbonyl-2-nitroaniline

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

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

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