4-Nitro-N-phenylbenzenesulfonamide

Base Information

• Chemical Name: 4-Nitro-N-phenylbenzenesulfonamide
• CAS No.: 1576-44-9
• Molecular Formula: C12H10 N2 O4 S
• Molecular Weight: 278.288
• NSC Number: 229374
• DSSTox Substance ID: DTXSID20310618
• Nikkaji Number: J1.858.962A
• Wikidata: Q82059668
• Pharos Ligand ID: NYQXHAYLQQ7T
• ChEMBL ID: CHEMBL362436
• Mol file: 1576-44-9.mol

Synonyms:4-Nitro-N-phenylbenzenesulfonamide;1576-44-9;4-nitro-N-phenylbenzene-1-sulfonamide;CHEMBL362436;4-Nitro-N-phenylbenzenesulfonaMide, 97per cent;4-Nitro-N-phenyl-benzenesulfonamide;NSC229374;4-Nitrobenzenesulfonanilide;Cambridge id 5135370;CBDivE_002276;SCHEMBL2242888;DTXSID20310618;N-(4-Nitrophenylsulfonyl)aniline;N-phenyl p-nitrobenzenesulfonamide;4-Nitro-N-phenylbenzenesulfonamide #;BDBM50046171;MFCD00425632;STK037015;AKOS002969449;NSC 229374;NSC-229374;SB81431;BS-27449;BB 0301304;EN300-7365674;Z45619471

Chemical Property of 4-Nitro-N-phenylbenzenesulfonamide

Chemical Property:

• Vapor Pressure: 1.09E-08mmHg at 25°C
• Melting Point: 135-136 °C
• Boiling Point: 461.3°Cat760mmHg
• PKA: 7.31±0.10(Predicted)
• Flash Point: 232.8°C
• PSA: 100.37000
• Density: 1.461g/cm³
• LogP: 4.07260
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 278.03612798
• Heavy Atom Count: 19
• Complexity: 398

Purity/Quality:

99% ^*data from raw suppliers

4-Nitro-N-phenylbenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NS(=O)(=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 4-Nitro-N-phenylbenzenesulfonamide

There total 17 articles about 4-Nitro-N-phenylbenzenesulfonamide 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: 100.0%

aniline (62-53-3) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → N-nosylaniline (1576-44-9)

Guidance literature:

With pyridine; at 0 - 25 ℃;

DOI:10.1002/anie.201702205

Reference yield: 95.0%

N-fluoro-4-nitro-N-(1-phenylethyl)benzenesulfonamide → N-nosylaniline (1576-44-9) + acetaldehyde (75-07-0,9002-91-9)

Guidance literature:

With formic acid; at 50 ℃;

DOI:10.1021/acs.joc.8b01841

Reference yield: 95.0%

p-nitrobenzenesulfonyl azide (73901-01-6,4547-62-0) + phenylboronic acid (98-80-6) → N-nosylaniline (1576-44-9)

Guidance literature:

With copper(l) chloride; In methanol; at 20 ℃; for 0.5h;

DOI:10.1021/ol403717

upstream raw materials:

aniline

4-Nitrobenzenesulfonyl chloride

p-nitrobenzenesulfonyl azide

benzene

Downstream raw materials:

aniline hydrobromide

p-aminobenzenesulphonanilide

N-methyl-N-phenyl-4-nitrobenzene sulphonamide

N-(2-(4-methoxyphenyl)-2,3-dihydrobenzofuran-5-yl)-4-nitrobenzenesulfonamide

Refernces

• 1、 Wu, Zhongzhi,Gu, Lubing,Zhang, Sicheng,Liu, Tao,Lukka, Pradeep B.,Meibohm, Bernd,Bollinger, John C.,Zhou, Muxiang,Li, Wei. "Discovery of N-(3,4-Dimethylphenyl)-4-(4-isobutyrylphenyl)-2,3,3a,4,5,9b-hexahydrofuro[3,2- c]quinoline-8-sulfonamide as a Potent Dual MDM2/XIAP Inhibitor". . p. 1930 - 1950. Retrieved 2021/03/01.
• 2、 ?imková, Ludmila,Císa?ová, Ivana,Cu?ínová, Petra,Ludvík, Ji?í,Sykora, Jan,Salvadori, Karolína. "Sulphonamidic Groups as Electron-Withdrawing Units in Ureido-Based Anion Receptors: Enhanced Anion Complexation versus Deprotonation". . p. 1401 - 1411. Retrieved 2020/08/05.