Azobenzene-4,4'-disulfonamide

Base Information

• Chemical Name: Azobenzene-4,4'-disulfonamide
• CAS No.: 4320-29-0
• Molecular Formula: C₁₂H₁₂N₄O₄S₂
• Molecular Weight: 340.384
• DSSTox Substance ID: DTXSID901302052
• Nikkaji Number: J519.642F
• Mol file: 4320-29-0.mol

Synonyms:Azobenzene-4,4'-disulfonamide;4320-29-0;Benzenesulfonamide, 4,4'-azobis-;DTXSID901302052

Chemical Property of Azobenzene-4,4'-disulfonamide

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 340.02999722
• Heavy Atom Count: 22
• Complexity: 536

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=NC2=CC=C(C=C2)S(=O)(=O)N)S(=O)(=O)N

Technology Process of Azobenzene-4,4'-disulfonamide

There total 19 articles about Azobenzene-4,4'-disulfonamide 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: 80.0%

sulfanilamide (63-74-1) → Azobenzene-4,4'-disulphonamide (4320-29-0)

Guidance literature:

With sodium perborate; sodium molybdate tetrahydrate; In acetic acid; at 50 ℃; for 1h; Temperature; Kinetics; Thermodynamic data; Catalytic behavior;

DOI:10.1007/s11696-018-0599-z

Reference yield: 53.0%

p-nitrobenzenesulfonamide (6325-93-5) → Azobenzene-4,4'-disulphonamide (4320-29-0)

Guidance literature:

p-nitrobenzenesulfonamide; With indium(III) triflate; triethylsilane; In N,N-dimethyl-formamide; at 60 ℃; Inert atmosphere;

In N,N-dimethyl-formamide; for 5h; chemoselective reaction; Mechanism;

DOI:10.1016/j.tet.2014.01.048

Reference yield:

sulphaacetamide (144-80-9) → Azoxybenzene-4,4'-disulphonic acid (83796-87-6) + sulfanilamide (63-74-1) + Azobenzene-4,4'-disulphonamide (4320-29-0) + 4,4'-azo-bis-benzenesulfonic acid (2779-21-7)

Guidance literature:

With 0.01percent antioxudant or without; In water; at 28 ℃; for 2h; Further byproducts given; Irradiation;

upstream raw materials:

p-nitrobenzenesulfonamide

hydrazobenzene-4,4'-disulfonamide

sulfanilamide

sulphaacetamide

Downstream raw materials:

4,4'-azo-bis-benzenesulfonic acid bis-acetylamide

sulfanilamide

4,4'-azo-bis-benzenesulfonic acid bis-chloroamide; disodium-salt

hydrazobenzene-4,4'-disulfonamide

Refernces

• 1、 Sakai, Norio,Asama, Shun,Anai, Satsuki,Konakahara, Takeo. "One-pot preparation of azobenzenes from nitrobenzenes by the combination of an indium-catalyzed reductive coupling and a subsequent oxidation". . p. 2027 - 2033. Retrieved 2014/03/21.
• 2、 Ahmad,Ahmad. "Degradation studies on sulphacetamide eye-drops. Part I". . p. 619 - 621. Retrieved 2007/10/02.