N-{5-[2-cyano-3-(N,N-dimethylamino)acryloyl]-2-ethoxy-4-nitrophenyl}acetamide

Base Information

• Chemical Name: N-{5-[2-cyano-3-(N,N-dimethylamino)acryloyl]-2-ethoxy-4-nitrophenyl}acetamide
• CAS No.: 1201079-19-7
• Molecular Formula: C₁₆H₁₈N₄O₅
• Molecular Weight: 346.343
• Mol file: 1201079-19-7.mol

Synonyms:

Chemical Property of N-{5-[2-cyano-3-(N,N-dimethylamino)acryloyl]-2-ethoxy-4-nitrophenyl}acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{5-[2-cyano-3-(N,N-dimethylamino)acryloyl]-2-ethoxy-4-nitrophenyl}acetamide

There total 9 articles about N-{5-[2-cyano-3-(N,N-dimethylamino)acryloyl]-2-ethoxy-4-nitrophenyl}acetamide 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%

N-[5-(2-cyanoacetyl)-2-ethoxy-4-nitrophenyl]acetamide (1201079-16-4) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → N-{5-[2-cyano-3-(N,N-dimethylamino)acryloyl]-2-ethoxy-4-nitrophenyl}acetamide (1201079-19-7)

Guidance literature:

In 1,2-dimethoxyethane; at 20 ℃; for 1h;

DOI:10.3987/COM-11-12343

Reference yield:

5-acetamido-4-ethoxy-2-nitrobenzoyl chloride (1201080-46-7) → N-{5-[2-cyano-3-(N,N-dimethylamino)acryloyl]-2-ethoxy-4-nitrophenyl}acetamide (1201079-19-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium methylate / tetrahydrofuran / 1 h / 40 - 50 °C / Large scale reaction

1.2: 2 h / 0 °C

2.1: water; dimethyl sulfoxide / 0.5 h / 100 - 110 °C / Large scale reaction

3.1: 1,2-dimethoxyethane / 1 h / 20 °C

With sodium methylate; In tetrahydrofuran; 1,2-dimethoxyethane; water; dimethyl sulfoxide;

DOI:10.3987/COM-11-12343

Reference yield:

3-amino-4-hydroxybenzoic acid (1571-72-8) → N-{5-[2-cyano-3-(N,N-dimethylamino)acryloyl]-2-ethoxy-4-nitrophenyl}acetamide (1201079-19-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sulfuryl dichloride / 8 h / 5 - 65 °C / Large scale reaction

2.1: acetic acid / 3 h / 60 °C / Large scale reaction

3.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 60 °C / Large scale reaction

4.1: sodium hydroxide / methanol; water / 5 h / 20 °C / Large scale reaction

4.2: 20 °C / pH 2 - 3

5.1: nitric acid; acetic acid / 6 h / 25 - 35 °C / Large scale reaction

6.1: sulfuryl dichloride / dichloromethane / 1 h / 50 °C

7.1: sodium methylate / tetrahydrofuran / 1 h / 40 - 50 °C / Large scale reaction

7.2: 2 h / 0 °C

8.1: water; dimethyl sulfoxide / 0.5 h / 100 - 110 °C / Large scale reaction

9.1: 1,2-dimethoxyethane / 1 h / 20 °C

With sulfuryl dichloride; nitric acid; sodium methylate; potassium carbonate; acetic acid; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.3987/COM-11-12343

upstream raw materials:

5-acetamido-4-ethoxy-2-nitrobenzoyl chloride

methyl 3-acetamido-4-ethoxybenzoate

3-acetamido-4-ethoxybenzoic acid

5-acetamido-4-ethoxy-2-nitrobenzoic acid

Downstream raw materials:

N-(3-cyano-7-ethoxy-4-oxo-1,4-dihydroquinolin-6-yl)acetamide