4-(Methylsulfonamido)aniline

Base Information

• Chemical Name: 4-(Methylsulfonamido)aniline
• CAS No.: 53250-82-1
• Molecular Formula: C7H10N2O2S
• Molecular Weight: 186.235
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID80395668
• Nikkaji Number: J1.790.101J
• Wikidata: Q82195870
• Mol file: 53250-82-1.mol

Synonyms:4-(Methylsulfonamido)aniline;53250-82-1;N-(4-aminophenyl)methanesulfonamide;MFCD00463916;Methanesulfonamide, N-(4-aminophenyl)-;4-Methanesulfonamidoaniline;4-methylsulfonylaminoaniline;Oprea1_199721;4-methylsulphonylamino-aniline;SCHEMBL656210;4-(methanesulphonamido)aniline;AMY4870;DTXSID80395668;ZGZFEDUYJFEJAW-UHFFFAOYSA-N;N-methanesulfonyl-p-phenylenediamine;n-methylsulphonyl-p-phenylenediamine;N-(4-aminophenyl)-methanesulfonamide;STK352761;AKOS000113585;N-(4-amino-phenyl)-methanesulfonamide;BS-13617;SY003557;CS-0071989;FT-0650345;EN300-26841;N-(4-aminophenyl)methanesulfonamide, AldrichCPR;A854608;F1905-6580;Z234901478

Chemical Property of 4-(Methylsulfonamido)aniline

Chemical Property:

• Vapor Pressure: 1.97E-05mmHg at 25°C
• Melting Point: 116-117.5 °C
• Refractive Index: 1.637
• Boiling Point: 362.2 °C at 760 mmHg
• PKA: 9.90±0.10(Predicted)
• Flash Point: 172.8 °C
• PSA: 80.57000
• Density: 1.408 g/cm³
• LogP: 2.37530
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 186.04629874
• Heavy Atom Count: 12
• Complexity: 224

Purity/Quality:

98%min ^*data from raw suppliers

N-(4-Aminophenyl)methanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)NC1=CC=C(C=C1)N
• Uses: N-(4-Aminophenyl)methanesulfonamide is a useful intermediate for the large-scale preparation of amino-methanesulfonylaminobenzenesulfonamide.

Technology Process of 4-(Methylsulfonamido)aniline

There total 8 articles about 4-(Methylsulfonamido)aniline 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%

N-(4-nitrophenyl)methanesulfonamide (5825-62-7) → p-(methylsulfonamido)aniline (53250-82-1)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1021/acs.jmedchem.0c02094

Reference yield: 84.0%

N-[p-(acetylamino)phenyl]methanesulfonamide (77167-09-0) → p-(methylsulfonamido)aniline (53250-82-1)

Guidance literature:

N-[p-(acetylamino)phenyl]methanesulfonamide; With boron trifluoride - methanol (1/1); In methanol; for 3h; Reflux;

With ammonia; In methanol; water; Cooling;

DOI:10.1016/j.tetlet.2015.12.087

Reference yield: 78.1%

methanesulfonyl chloride (124-63-0) + 1,4-phenylenediamine (106-50-3) → p-(methylsulfonamido)aniline (53250-82-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 16h; Cooling with ice;

upstream raw materials:

N-(4-nitrophenyl)methanesulfonamide

methanesulfonyl chloride

1,4-phenylenediamine

4-nitro-aniline

Downstream raw materials:

benzo[b][1,10]phenanthrolin-7(12H)-one

4-pivalamido-N-methanesulphonyl aniline

4-<(4-nitrophenyl)carbamido>methanesulfonanilide

2-Chloro-N-(4-methanesulfonylamino-phenyl)-nicotinamide

Refernces

• 1、 Schoene, Jens,Gazzi, Thais,Lindemann, Peter,Christmann, Mathias,Volkamer, Andrea,Nazaré, Marc. "Probing 2H-Indazoles as Templates for SGK1, Tie2, and SRC Kinase Inhibitors". . p. 1514 - 1527. Retrieved 2019/08/07.
• 2、 Elgaher, Walid A. M.,Sharma, Kamal K.,Haupenthal, J?rg,Saladini, Francesco,Pires, Manuel,Real, Eleonore,Mély, Yves,Hartmann, Rolf W.. "Discovery and Structure-Based Optimization of 2-Ureidothiophene-3-carboxylic Acids as Dual Bacterial RNA Polymerase and Viral Reverse Transcriptase Inhibitors". supporting information. p. 7212 - 7222. Retrieved 2016/08/24.