N-(3-Nitrophenyl)benzenesulfonamide

Base Information

• Chemical Name: N-(3-Nitrophenyl)benzenesulfonamide
• CAS No.: 80-37-5
• Molecular Formula: C12H10 N2 O4 S
• Molecular Weight: 278.288
• European Community (EC) Number: 201-273-0
• NSC Number: 29058
• DSSTox Substance ID: DTXSID40229995
• Nikkaji Number: J192.578D
• Wikidata: Q83110375
• ChEMBL ID: CHEMBL435519
• Mol file: 80-37-5.mol

Synonyms:N-(3-Nitrophenyl)benzenesulfonamide;80-37-5;Benzenesulfonamide, N-(3-nitrophenyl)-;N-(m-Nitrophenyl)benzenesulphonamide;Benzenesulfonanilide, 3'-nitro-;EINECS 201-273-0;NSC29058;SCHEMBL893934;CHEMBL435519;DTXSID40229995;N-(m-nitrophenyl)benzensulfonamid;m-(phenylsulfonamido)-nitrobenzene;MFCD00438172;NSC 29058;NSC-29058;AKOS001610207;N-(3-Nitrophenyl)benzenesulfonamide #;EU-0003195;SR-01000416252;SR-01000416252-1;Z45631653

Chemical Property of N-(3-Nitrophenyl)benzenesulfonamide

Chemical Property:

• Vapor Pressure: 4.72E-08mmHg at 25°C
• Boiling Point: 443.2°C at 760 mmHg
• Flash Point: 221.8°C
• PSA: 100.37000
• Density: 1.461g/cm³
• LogP: 4.07260
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 278.03612798
• Heavy Atom Count: 19
• Complexity: 406

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)NC2=CC(=CC=C2)[N+](=O)[O-]

Technology Process of N-(3-Nitrophenyl)benzenesulfonamide

There total 14 articles about N-(3-Nitrophenyl)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: 97.0%

thiophenol (108-98-5) + 3-nitro-aniline (99-09-2) → N-(3-nitrophenyl)benzenesulfonamide (80-37-5)

Guidance literature:

thiophenol; With dihydrogen peroxide; zirconium(IV) chloride; In acetonitrile; at 25 ℃;

3-nitro-aniline; With pyridine; In acetonitrile; at 25 ℃; for 0.05h; chemoselective reaction;

DOI:10.1016/j.tetlet.2010.07.056

Reference yield: 89.0%

C15H12N2O4S → N-(3-nitrophenyl)benzenesulfonamide (80-37-5)

Guidance literature:

With dmap; tributylphosphine; In toluene; at 110 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.tetlet.2018.03.046

Reference yield: 79.0%

benzenesulfonyl chloride (98-09-9) + 3-nitro-aniline (99-09-2) → N-(3-nitrophenyl)benzenesulfonamide (80-37-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 16h;

upstream raw materials:

benzenesulfonyl chloride

3-nitro-aniline

benzenesulfonic anhydride

1-Benzenesulfonyl-4-dimethylamino-pyridinium; chloride

Downstream raw materials:

benzenesulfonic acid-[N-(2-hydroxy-ethyl)-3-nitro-anilide]

N-Benzyl-N-(3-nitrophenyl)benzenesulfonamide

3-benzenesulfonylamino-benzenediazonium; chloride

[Benzenesulfonyl-(3-nitro-phenyl)-amino]-acetic acid

Refernces

• 1、 Wang, Jingjing,Li, Feng,Pei, Wenlong,Yang, Mixue,Wu, Yidan,Ma, Danyang,Zhang, Furong,Wang, Jianhui. "Selective cleavage of the N-propargyl group from sulfonamides and amides under ruthenium catalysis". supporting information. p. 1902 - 1905. Retrieved 2018/04/19.
• 2、 -. "METHODS OF INHIBITING BACTERIAL VIRULENCE AND COMPOUNDS RELATING THERETO". Paragraph 0196. . Retrieved 2017/01/31.