N-cyclohexyl-2-nitrobenzenesulfonamide

Base Information

• Chemical Name: N-cyclohexyl-2-nitrobenzenesulfonamide
• CAS No.: 77516-53-1
• Molecular Formula: C₁₂H₁₆N₂O₄S
• Molecular Weight: 284.336
• European Community (EC) Number: 278-707-0
• DSSTox Substance ID: DTXSID20998713
• Nikkaji Number: J309.402B
• Wikidata: Q82991455
• Mol file: 77516-53-1.mol

Synonyms:N-cyclohexyl-2-nitrobenzenesulfonamide;77516-53-1;N-Cyclohexyl-2-nitrobenzenesulphonamide;EINECS 278-707-0;N-cyclohexyl-2-nitrobenzene-1-sulfonamide;Oprea1_658512;SCHEMBL14163384;DTXSID20998713;MFCD00436909;STK038938;AKOS000488983;SB82285;BS-24523;CS-0206203;FT-0756647

Chemical Property of N-cyclohexyl-2-nitrobenzenesulfonamide

Chemical Property:

• Vapor Pressure: 2.45E-08mmHg at 25°C
• Boiling Point: 451.3°C at 760 mmHg
• Flash Point: 226.8°C
• PSA: 100.37000
• Density: 1.35g/cm³
• LogP: 4.20070
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 284.08307817
• Heavy Atom Count: 19
• Complexity: 406

Purity/Quality:

98%Min ^*data from raw suppliers

N-Cyclohexyl-2-nitrobenzenesulfonamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)NS(=O)(=O)C2=CC=CC=C2[N+](=O)[O-]

Technology Process of N-cyclohexyl-2-nitrobenzenesulfonamide

There total 5 articles about N-cyclohexyl-2-nitrobenzenesulfonamide 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: 90.5%

cyclohexylamine (108-91-8,157973-60-9) + 2-Nitrobenzenesulfonyl chloride (1694-92-4) → N-cyclohexyl-2-nitrobenzenesulfonamide (77516-53-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield: 67.0%

cyclohexylamine (108-91-8,157973-60-9) + 2-(2-nitrobenzenesulfonyl)-4,5-dichloropyridazin-3-one (440352-75-0) → N-cyclohexyl-2-nitrobenzenesulfonamide (77516-53-1) + 4-chloro-5-cyclohexylamino-2-(2-nitro-benzenesulfonyl)-2H-pyridazin-3-one

Guidance literature:

In tetrahydrofuran; at 20 - 22 ℃; for 7h;

DOI:10.1002/jhet.5570390129

Reference yield: 56.0%

2-Nitrobenzenesulfonamide (5455-59-4) + cyclohexene (110-83-8) → N-cyclohexyl-2-nitrobenzenesulfonamide (77516-53-1)

Guidance literature:

With iron(III) chloride; silver hexafluoroantimonate; In 1,2-dichloro-ethane; at 40 ℃; for 18h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b00427

upstream raw materials:

cyclohexylamine

2-(2-nitrobenzenesulfonyl)-4,5-dichloropyridazin-3-one

2-Nitrobenzenesulfonyl chloride

2-Nitrobenzenesulfonamide

Refernces

• 1、 Marcyk, Paul T.,Cook, Silas P.. "Iron-Catalyzed Hydroamination and Hydroetherification of Unactivated Alkenes". supporting information. p. 1547 - 1550. Retrieved 2019/03/08.
• 2、 Chakravarti, Rajashree,Mano, Ajayan,Iwai, Hideo,Aldeyab, Salem S.,Kumar, R. Pradeep,Kantam, M. Lakshmi,Vinu, Ajayan. "Functionalization of mesoporous carbon with superbasic MgO nanoparticles for the efficient synthesis of sulfinamides". supporting information; experimental part. p. 6673 - 6682. Retrieved 2011/08/05.