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

Base Information

• Chemical Name: N₁-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methylcarbamoyl-2-nitroaniline
• CAS No.: 1372407-00-5
• Molecular Formula: C₂₆H₂₁N₅O₄
• Molecular Weight: 467.484

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

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

Chemical Property:

Purity/Quality:

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

There total 7 articles about N₁-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methylcarbamoyl-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:

N1-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methoxycarbonyl-2-nitroaniline (1372406-97-7) → N1-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methylcarbamoyl-2-nitroaniline (1372407-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / tetrahydrofuran; water; methanol / 4 h / 20 °C

1.2: pH 2 - 3

2.1: thionyl chloride / dichloromethane / 3 h / 20 °C / Reflux

3.1: tetrahydrofuran; water / 0.5 h / 0 °C

With thionyl chloride; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1021/jm3007678

Reference yield:

N1-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-carboxy-2-nitroaniline (1372406-98-8) → N1-(4'-cyanophenyl)-5-(4''-(2-cyanovinyl)-2'',6''-dimethylphenoxy)-4-methylcarbamoyl-2-nitroaniline (1372407-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / dichloromethane / 3 h / 20 °C / Reflux

2: tetrahydrofuran; water / 0.5 h / 0 °C

With thionyl chloride; In tetrahydrofuran; dichloromethane; water;

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-methylcarbamoyl-2-nitroaniline (1372407-00-5)

Guidance literature:

Multi-step reaction with 7 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: sodium hydroxide / tetrahydrofuran; water; methanol / 4 h / 20 °C

5.2: pH 2 - 3

6.1: thionyl chloride / dichloromethane / 3 h / 20 °C / Reflux

7.1: tetrahydrofuran; water / 0.5 h / 0 °C

With thionyl chloride; sulfuric acid; potassium tert-butylate; potassium carbonate; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

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

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

methylamine

Downstream raw materials:

5-(4''-cyanoethyl-2'',6''-dimethylphenoxy)-N₁-(4'-cyanophenyl)-4-(N-methyl-carbamoyl)-1,2-phenylenediamine

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