4,4’-dicarboxyazobenzene bis(N-hydroxysuccinimide ester)

Base Information

• Chemical Name: 4,4’-dicarboxyazobenzene bis(N-hydroxysuccinimide ester)
• CAS No.: 1256247-73-0
• Molecular Formula: C₂₂H₁₆N₄O₈
• Molecular Weight: 464.391
• Mol file: 1256247-73-0.mol

Synonyms:4,4’-dicarboxyazobenzene bis(N-hydroxysuccinimide ester)

Chemical Property of 4,4’-dicarboxyazobenzene bis(N-hydroxysuccinimide ester)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 4,4’-dicarboxyazobenzene bis(N-hydroxysuccinimide ester)

There total 2 articles about 4,4’-dicarboxyazobenzene bis(N-hydroxysuccinimide 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: 94.0%

Succinimide (123-56-8,89963-74-6) + azobenzene-4,4'-dicarboxylic acid (586-91-4) → 4,4’-dicarboxyazobenzene bis(N-hydroxysuccinimide ester) (1256247-73-0)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 60 ℃; for 6h;

Reference yield: 83.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + azobenzene-4,4'-dicarboxylic acid (586-91-4) → 4,4’-dicarboxyazobenzene bis(N-hydroxysuccinimide ester) (1256247-73-0)

Guidance literature:

1-hydroxy-pyrrolidine-2,5-dione; azobenzene-4,4'-dicarboxylic acid; With dmap; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.3762/bjoc.10.304

Reference yield: 76.0%

11-tritylsulfanyl-undecanoic acid {2-[2-(2-amino-ethoxy)-ethoxy]-ethyl}-amide (792921-26-7) + 4,4’-dicarboxyazobenzene bis(N-hydroxysuccinimide ester) (1256247-73-0) → 4-[4-(2-{2-[2-(11-tritylsulfanyl-undecanoylamino)-ethoxy]-ethoxy}-ethylcarbamoyl)-phenylazo]-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester (1256247-74-1)

Guidance literature:

In dichloromethane; N,N-dimethyl-formamide; at 60 ℃; for 6h;

upstream raw materials:

Succinimide

azobenzene-4,4'-dicarboxylic acid

1-hydroxy-pyrrolidine-2,5-dione

Downstream raw materials:

4-[4-(2-{2-[2-(11-tritylsulfanyl-undecanoylamino)-ethoxy]-ethoxy}-ethylcarbamoyl)-phenylazo]-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Refernces

• 1、 Liu, Dingbin,Xie, Yunyan,Shao, Huawu,Jiang, Xingyu. "Using azobenzene-embedded self-assembled monolayers to photochemically control cell adhesion reversibly". supporting information; experimental part. p. 4406 - 4408. Retrieved 2009/10/23.