[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]acetic acid 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl ester

Base Information

• Chemical Name: [4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]acetic acid 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl ester
• CAS No.: 590402-06-5
• Molecular Formula: C₃₂H₃₉ClN₄O₉
• Molecular Weight: 659.136
• Mol file: 590402-06-5.mol

Synonyms:[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]acetic acid 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl ester

Chemical Property of [4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]acetic acid 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]acetic acid 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl ester

There total 4 articles about [4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]acetic acid 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl ester 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: 73.0%

Tetraethylene glycol (112-60-7) + [4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]acetic acid (590401-82-4) → [4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]acetic acid 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl ester (590402-06-5)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In toluene; at 20 ℃; for 120h;

DOI:10.1039/b302239k

Reference yield:

Methyl 4-hydroxyphenylacetate (14199-15-6) → [4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]acetic acid 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl ester (590402-06-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / diethyl azodicarboxylate; Ph₃P / toluene / 0.5 h / 80 °C

2: 79 percent / aq. LiOH / tetrahydrofuran / 0.5 h / 45 °C

3: 73 percent / diethyl azodicarboxylate; Ph₃P / toluene / 120 h / 20 °C

With lithium hydroxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; 1: Mitsunobu alkylation / 3: Mitsunobu alkylation;

DOI:10.1039/b302239k

Reference yield:

4-[N-ethyl-N-(β-hydroxyethyl)]amino-2'-chloro-4'-nitroazobenzene → [4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]acetic acid 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl ester (590402-06-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / diethyl azodicarboxylate; Ph₃P / toluene / 0.5 h / 80 °C

2: 79 percent / aq. LiOH / tetrahydrofuran / 0.5 h / 45 °C

3: 73 percent / diethyl azodicarboxylate; Ph₃P / toluene / 120 h / 20 °C

With lithium hydroxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; 1: Mitsunobu alkylation / 3: Mitsunobu alkylation;

DOI:10.1039/b302239k

upstream raw materials:

Tetraethylene glycol

[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]acetic acid

Methyl 4-hydroxyphenylacetate

[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]acetic acid methyl ester

Downstream raw materials:

3-[4-(2-{2-[2-(2-{2-[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]acetoxy}ethoxy)ethoxy]ethoxy}ethoxy)phenyl]propionic acid tert-butyl ester