N-hexyl-2-(octyloxy)-5-nitrobenzamide

Base Information

• Chemical Name: N-hexyl-2-(octyloxy)-5-nitrobenzamide
• CAS No.: 267897-51-8
• Molecular Formula: C₂₁H₃₄N₂O₄
• Molecular Weight: 378.512
• Mol file: 267897-51-8.mol

Synonyms:N-hexyl-2-(octyloxy)-5-nitrobenzamide

Chemical Property of N-hexyl-2-(octyloxy)-5-nitrobenzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-hexyl-2-(octyloxy)-5-nitrobenzamide

There total 10 articles about N-hexyl-2-(octyloxy)-5-nitrobenzamide 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: 87.0%

hexan-1-amine (111-26-2) + 2-(octyloxy)-5-nitro-benzoic acid (13736-58-8) → N-hexyl-2-(octyloxy)-5-nitrobenzamide (267897-51-8)

Guidance literature:

2-(octyloxy)-5-nitro-benzoic acid; With thionyl chloride; at 80 ℃; for 2h;

hexan-1-amine; In dichloromethane; at 20 ℃; for 16h; Cooling with ice;

DOI:10.1002/anie.201504838

Reference yield:

hexan-1-amine (111-26-2) + 5-nitro-2-octyloxy-benzoyl chloride → N-hexyl-2-(octyloxy)-5-nitrobenzamide (267897-51-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1021/ja9942742

Reference yield:

2-octyloxybenzoic acid methyl ester (255062-85-2) → N-hexyl-2-(octyloxy)-5-nitrobenzamide (267897-51-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / 70percent HNO₃; conc. H₂SO₄ / 1.5 h / 0 °C

2: 90 percent / aq. NaOH / methanol / 0.67 h / Heating

3: thionyl chloride / 2 h / Heating

4: Et₃N / CH₂Cl₂ / 6 h / 20 °C

With sodium hydroxide; thionyl chloride; sulfuric acid; triethylamine; In methanol; dichloromethane; 1: Nitration / 2: Hydrolysis / 3: Chlorination / 4: Acylation;

DOI:10.1021/ja9942742

upstream raw materials:

hexan-1-amine

1-bromo-octane

2-(octyloxy)-5-nitro-benzoic acid

2-octyloxybenzoic acid methyl ester

Downstream raw materials:

5-(((phenylmethoxy)carbonyl)aminomethylcarbonylamino)-2-octyloxy-N-hexylbenzamide

5-(aminomethylcarbonylamino)-2-octyloxy-N-hexylbenzamide

5-((((5-methoxycarbonyl-2,4-dioctyloxy)phenylcarbonyl)aminomethylcarbonyl)amino)-2-octyloxy-N-hexylbenzamide

5-((((5-hydroxycarbonyl-2,4-dioctyloxy)phenylcarbonyl)aminomethylcarbonyl)ammino)-2-octyloxy-N-hexylbenzamide

Refernces

• 1、 Zeng, Huaqiang,Miller, Rebecca S.,Flowers II, Robert A.,Gong, Bing. "A highly stable, six-hydrogen-bonded molecular duplex". . p. 2635 - 2644. Retrieved 2007/10/03.