N-(4-Amino-2-cyanophenyl)benzenesulfonamide

Base Information

• Chemical Name: N-(4-Amino-2-cyanophenyl)benzenesulfonamide
• CAS No.: 86785-36-6
• Molecular Formula: C13H11N3O2S
• Molecular Weight: 273.315
• DSSTox Substance ID: DTXSID90522206
• Wikidata: Q82387275

Synonyms:N-(4-Amino-2-cyanophenyl)benzenesulfonamide;86785-36-6;DTXSID90522206

Chemical Property of N-(4-Amino-2-cyanophenyl)benzenesulfonamide

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 273.05719778
• Heavy Atom Count: 19
• Complexity: 442

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(4-Amino-2-cyanophenyl)benzenesulfonamide

There total 2 articles about N-(4-Amino-2-cyanophenyl)benzenesulfonamide 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%

2'-cyano-4'-nitrobenzenesulfonanilide (86802-67-7) → 2'-cyano-4'-aminobenzenesulfonanilide (86785-36-6)

Guidance literature:

With sodium dithionite; In methanol; ammonium hydroxide; 1.) 30 min, 2.) refrigerator, 1 h;

DOI:10.1021/jo00167a002

Reference yield:

4-chloro-3-cyanonitrobenzene (16588-02-6) → 2'-cyano-4'-aminobenzenesulfonanilide (86785-36-6)

Guidance literature:

Multi-step reaction with 2 steps

2: aq.-ethanolic Na₂S₂O₄

With sodium dithionite;

DOI:10.1021/ja01633a054

Reference yield: 73.0%

2'-cyano-4'-aminobenzenesulfonanilide (86785-36-6) + 2-Bromoacetyl bromide (598-21-0) → 2'-cyano-4'-(bromoacetamido)benzenesulfonanilide (86785-40-2)

Guidance literature:

With sodium 2-bromoacetate; In acetonitrile; for 24h; Ambient temperature;

DOI:10.1021/jo00167a002

upstream raw materials:

2'-cyano-4'-nitrobenzenesulfonanilide

4-chloro-3-cyanonitrobenzene

Downstream raw materials:

2'-cyano-4'-(bromoacetamido)benzenesulfonanilide

2'-cyano-3'-acetoxy-4'-(bromoacetamido)benzenesulfonanilide

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