(E)-N-(3,7-dimethylocta-2,6-dienyl)-N-(3-isopropoxy-2-isopropylphenyl)-2-nitrobenzenesulfonamide

Base Information

• Chemical Name: (E)-N-(3,7-dimethylocta-2,6-dienyl)-N-(3-isopropoxy-2-isopropylphenyl)-2-nitrobenzenesulfonamide
• CAS No.: 1398058-14-4
• Molecular Formula: C₂₈H₃₈N₂O₅S
• Molecular Weight: 514.686
• Mol file: 1398058-14-4.mol

Synonyms:(E)-N-(3,7-dimethylocta-2,6-dienyl)-N-(3-isopropoxy-2-isopropylphenyl)-2-nitrobenzenesulfonamide

Chemical Property of (E)-N-(3,7-dimethylocta-2,6-dienyl)-N-(3-isopropoxy-2-isopropylphenyl)-2-nitrobenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-N-(3,7-dimethylocta-2,6-dienyl)-N-(3-isopropoxy-2-isopropylphenyl)-2-nitrobenzenesulfonamide

There total 8 articles about (E)-N-(3,7-dimethylocta-2,6-dienyl)-N-(3-isopropoxy-2-isopropylphenyl)-2-nitrobenzenesulfonamide 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: 94.0%

Geraniol (106-24-1) + N-(3-isopropoxy-2-isopropylphenyl)-2-nitrobenzenesulfonamide (1398058-12-2) → (E)-N-(3,7-dimethylocta-2,6-dienyl)-N-(3-isopropoxy-2-isopropylphenyl)-2-nitrobenzenesulfonamide (1398058-14-4)

Guidance literature:

N-(3-isopropoxy-2-isopropylphenyl)-2-nitrobenzenesulfonamide; With triphenylphosphine; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

Geraniol; With di-isopropyl azodicarboxylate; at 20 ℃; Inert atmosphere;

DOI:10.1021/ml3001775 DOI:10.1021/ml3001775

Reference yield:

2,3-dimethoxybenzonitrile (5653-62-3) → (E)-N-(3,7-dimethylocta-2,6-dienyl)-N-(3-isopropoxy-2-isopropylphenyl)-2-nitrobenzenesulfonamide (1398058-14-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: diethyl ether / 0 - 20 °C / Inert atmosphere

2.1: aluminum tri-bromide; 1-thiopropane / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: caesium carbonate / acetonitrile / 24 h / 20 °C / Inert atmosphere

4.1: potassium carbonate; dihydrogen peroxide / dimethyl sulfoxide / 24 h / 0 - 20 °C

5.1: potassium hydroxide; [bis(acetoxy)iodo]benzene / 3.5 h / 0 - 25 °C / Inert atmosphere

6.1: lithium hydroxide / ethanol / 24 h / Reflux; Inert atmosphere

7.1: pyridine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

7.2: 20 °C / Inert atmosphere

8.1: triphenylphosphine / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

8.2: 20 °C / Inert atmosphere

With pyridine; aluminum tri-bromide; 1-thiopropane; [bis(acetoxy)iodo]benzene; dihydrogen peroxide; potassium carbonate; caesium carbonate; triphenylphosphine; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; acetonitrile;

DOI:10.1021/ml3001775 DOI:10.1021/ml3001775

Reference yield:

3-isopropoxy-2-isopropylbenzonitrile (1369819-67-9) → (E)-N-(3,7-dimethylocta-2,6-dienyl)-N-(3-isopropoxy-2-isopropylphenyl)-2-nitrobenzenesulfonamide (1398058-14-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate; dihydrogen peroxide / dimethyl sulfoxide / 24 h / 0 - 20 °C

2.1: potassium hydroxide; [bis(acetoxy)iodo]benzene / 3.5 h / 0 - 25 °C / Inert atmosphere

3.1: lithium hydroxide / ethanol / 24 h / Reflux; Inert atmosphere

4.1: pyridine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

4.2: 20 °C / Inert atmosphere

5.1: triphenylphosphine / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

With pyridine; [bis(acetoxy)iodo]benzene; dihydrogen peroxide; potassium carbonate; triphenylphosphine; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/ml3001775 DOI:10.1021/ml3001775

upstream raw materials:

2,3-dimethoxybenzonitrile

2-isopropyl-3-methoxybenzonitrile

3-hydroxy-2-isopropylbenzonitrile

3-isopropoxy-2-isopropylbenzonitrile

Refernces

• 1、 Kim, Michelle B.,O'Brien, Terrence E.,Moore, Jared T.,Anderson, David E.,Foss, Marie H.,Weibel, Douglas B.,Ames, James B.,Shaw, Jared T.. "The synthesis and antimicrobial activity of heterocyclic derivatives of totarol". . p. 818 - 822. Retrieved 2013/01/15.