4-({4-[(Z)-{4-[(4-aminophenyl)sulfonyl]phenyl}-NNO-azoxy]phenyl}sulfonyl)aniline

Base Information

• Chemical Name: 4-({4-[(Z)-{4-[(4-aminophenyl)sulfonyl]phenyl}-NNO-azoxy]phenyl}sulfonyl)aniline
• CAS No.: 35040-12-1
• Molecular Formula: C₂₄H₂₀N₄O₅S₂
• Molecular Weight: 508.579
• Mol file: 35040-12-1.mol

Synonyms:

Chemical Property of 4-({4-[(Z)-{4-[(4-aminophenyl)sulfonyl]phenyl}-NNO-azoxy]phenyl}sulfonyl)aniline

Chemical Property:

• Vapor Pressure: 4.57E-26mmHg at 25°C
• Melting Point: >276°C (dec.)
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

Azoxydapsone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Azoxydapsone is a primary urinary N-oxidation metabolite of Dapsone (D193250); an antibacterial used in the treatment of dermatitis herpetiformis.

Technology Process of 4-({4-[(Z)-{4-[(4-aminophenyl)sulfonyl]phenyl}-NNO-azoxy]phenyl}sulfonyl)aniline

There total 4 articles about 4-({4-[(Z)-{4-[(4-aminophenyl)sulfonyl]phenyl}-NNO-azoxy]phenyl}sulfonyl)aniline 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:

N-hydroxydapsone (32695-27-5) → bis-(4-sulfanilyl-phenyl)-diazene-N-oxide (35040-12-1)

Guidance literature:

With pyridine; 4.4'-bis-<4-amino-benzenesulfonyl>-azoxybenzene of mp: 299 degree and mp: 307 degree;

DOI:10.1021/ja01212a013

Reference yield:

4-(4-nitrophenylsulfonyl)aniline (1948-92-1) → bis-(4-sulfanilyl-phenyl)-diazene-N-oxide (35040-12-1)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc; ammonium chloride; aqueous ethanol

2: aqueous acetone

With ethanol; ammonium chloride; acetone; zinc;

DOI:10.1021/ja01212a013

Reference yield:

bis-[4-(dichlorophosphoryl-amino)-phenyl]-sulfone (856800-21-0) → bis-(4-sulfanilyl-phenyl)-diazene-N-oxide (35040-12-1)

Guidance literature:

With sodium hydrogencarbonate; 4.4'-bis-<4-amino-benzenesulfonyl>-azoxybenzene of mp: 246 degree;

DOI:10.1021/jo01187a010

upstream raw materials:

bis-[4-(dichlorophosphoryl-amino)-phenyl]-sulfone

N-hydroxydapsone

dapsone

4-(4-nitrophenylsulfonyl)aniline

Downstream raw materials:

bis-[4-(N-acetyl-sulfanilyl)-phenyl]-diazene-N-oxide