Benzenesulfonamide, p-((p-(dimethylamino)phenyl)azo)-

Base Information

• Chemical Name: Benzenesulfonamide, p-((p-(dimethylamino)phenyl)azo)-
• CAS No.: 2435-64-5
• Molecular Formula: C14H16 N4 O2 S
• Molecular Weight: 304.373
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID101036168
• Nikkaji Number: J41.378J
• Pharos Ligand ID: MF9HUJS5KGNT
• ChEMBL ID: CHEMBL277836,CHEMBL1459709
• Mol file: 2435-64-5.mol

Synonyms:2435-64-5;Benzenesulfonamide, p-((p-(dimethylamino)phenyl)azo)-;4-[[4-(dimethylamino)phenyl]diazenyl]benzenesulfonamide;BRN 0677712;4-Sulfonamide-4'-dimethylaminoazobenzene;MLS001171151;CHEMBL277836;SMR000592529;3-16-00-00372 (Beilstein Handbook Reference);4-[[4-(dimethylamino)phenyl]azo]benzenesulfonamide;C14H16N4O2S;4-((4-(dimethylamino)phenyl)azo)benzenesulfonamide;Benzenesulfonamide, p-[[p-(dimethylamino)phenyl]azo]-;4-((4-(Dimethylamino)Phenyl)Diazenyl)Benzenesulfonamide;azo-sulfonamide, 1d;SCHEMBL42643;cid_75522;p-Phenyldiazenyl derivative, 4;CHEMBL1459709;BDBM33269;DTXSID101036168;HMS2915K03;AKOS034461621;NCGC00246044-01;LS-31524;4'-(Dimethylamino)azobenzene-4-sulfonamide;SR-01000036097;SR-01000817680;4-(4'-Dimethylaminophenyl)Diazenylbenzenesulfonamide;SR-01000036097-1;SR-01000817680-2;4-[(E)-(4-dimethylaminophenyl)azo]benzenesulfonamide;Z56857031;Benzenesulfonamide, 4-[[4-(dimethylamino)phenyl]azo]-;4-(e)-[4-(dimethylamino)phenyl]diazenylbenzenesulfonamide

Chemical Property of Benzenesulfonamide, p-((p-(dimethylamino)phenyl)azo)-

Chemical Property:

• Vapor Pressure: 3.23E-11mmHg at 25°C
• Refractive Index: 1.6440 (estimate)
• Boiling Point: 527.5°Cat760mmHg
• Flash Point: 272.8°C
• PSA: 96.50000
• Density: 1.28g/cm³
• LogP: 4.59650
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 304.09939694
• Heavy Atom Count: 21
• Complexity: 442

Purity/Quality:

99% ^*data from raw suppliers

4-SULFONAMIDE-4'-DIMETHYLAMINOAZOBENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzenesulfonamide, p-((p-(dimethylamino)phenyl)azo)-

There total 4 articles about Benzenesulfonamide, p-((p-(dimethylamino)phenyl)azo)- 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: 99.0%

dabsyl chloride (56512-49-3) → dabsyl amide (2435-64-5)

Guidance literature:

With ammonium hydroxide; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1039/b910961g

Reference yield: 79.0%

N,N-dimethyl-aniline (121-69-7,77733-26-7) + sulfanilamide (63-74-1) → dabsyl amide (2435-64-5)

Guidance literature:

sulfanilamide; With hydrogenchloride; sodium nitrite; In water; at -5 ℃;

N,N-dimethyl-aniline; With sodium acetate; In water; at -5 ℃;

DOI:10.1016/j.bmcl.2009.07.088

Reference yield: 78.0%

4-(4-dimethylamino-phenylazo)-benzenesulfonyl azide → dabsyl amide (2435-64-5)

Guidance literature:

With sodium sulfide; water; In acetonitrile; at 20 ℃; for 6h; Reagent/catalyst;

DOI:10.1002/ejoc.201301514

upstream raw materials:

4-Sulfamoyl-benzenediazonium

N,N-dimethyl-aniline

dabsyl chloride

sulfanilamide

Downstream raw materials:

N,N-bis(2-butynyl)-4-dimethylaminoazobenzene-4'-sulfonamide

Refernces

• 1、 Santos-Figueroa, Luis E.,De Latorre, Cristina,El Sayed, Sameh,Sancen?n, Félix,Martínez-Má?ez, Ram?n,Costero, Ana M.,Gil, Salvador,Parra, Margarita. "A Chemosensor Bearing Sulfonyl Azide Moieties for Selective Chromo-Fluorogenic Hydrogen Sulfide Recognition in Aqueous Media and in Living Cells". . p. 1848 - 1854. Retrieved 2015/10/05.
• 2、 Maresca, Alfonso,Carta, Fabrizio,Vullo, Daniela,Scozzafava, Andrea,Supuran, Claudiu T.. "Carbonic anhydrase inhibitors. Inhibition of the Rv1284 and Rv3273 β-carbonic anhydrases from Mycobacterium tuberculosis with diazenylbenzenesulfonamides". experimental part. p. 4929 - 4932. Retrieved 2009/12/24.