N-(2-Aminophenyl)-N-methylmethanesulfonamide

Base Information

• Chemical Name: N-(2-Aminophenyl)-N-methylmethanesulfonamide
• CAS No.: 90140-21-9
• Molecular Formula: C8H12N2O2S
• Molecular Weight: 200.261
• European Community (EC) Number: 854-331-8
• DSSTox Substance ID: DTXSID90536489
• Wikidata: Q82411166
• Mol file: 90140-21-9.mol

Synonyms:N-(2-Aminophenyl)-N-methylmethanesulfonamide;90140-21-9;Methanesulfonamide, N-(2-aminophenyl)-N-methyl-;MFCD16158909;SCHEMBL1291268;DTXSID90536489;YPMKIXADVWKELK-UHFFFAOYSA-N;AKOS011270975;SB77980;BS-17817;SY142442;CS-0160056;N-(2-Aminophenyl)-N-methyl methanesulfonamide;D83487;EN300-106291;Methanesulfonamide,N-(2-aminophenyl)-N-methyl-;Z905156774

Chemical Property of N-(2-Aminophenyl)-N-methylmethanesulfonamide

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 200.06194880
• Heavy Atom Count: 13
• Complexity: 258

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C1=CC=CC=C1N)S(=O)(=O)C

Technology Process of N-(2-Aminophenyl)-N-methylmethanesulfonamide

There total 5 articles about N-(2-Aminophenyl)-N-methylmethanesulfonamide 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: 97.4%

N-methyl-N-(2-nitrophenyl)methanesulfonamide (90007-79-7) → N-(2-aminophenyl)-N-methylmethanesulfonamide (90140-21-9)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; dichloromethane; for 8h;

Reference yield:

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → N-(2-aminophenyl)-N-methylmethanesulfonamide (90140-21-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium tert-butylate / N,N-dimethyl-formamide / 15.25 h / Reflux

2: sodium hydride / N,N-dimethyl-formamide / 20 - 30 °C

3: hydrogen / 5%-palladium/activated carbon / methanol

With potassium tert-butylate; hydrogen; sodium hydride; 5%-palladium/activated carbon; In methanol; N,N-dimethyl-formamide;

Reference yield:

N-(2-nitrophenyl)methanesulfonamide (85150-03-4) → N-(2-aminophenyl)-N-methylmethanesulfonamide (90140-21-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.17 h / 0 °C

1.2: 2 h / 0 - 20 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol

With palladium 10% on activated carbon; hydrogen; sodium hydride; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

N-methyl-N-(2-nitrophenyl)methanesulfonamide

ortho-nitrofluorobenzene

N-(2-nitrophenyl)methanesulfonamide

2-nitro-aniline

Downstream raw materials:

2-[N-methyl-N-(methylsulfonyl)amino]benzenesulfonamide

Refernces

• 1、 -. "NOVEL PYRIMIDINE DERIVATIVE HAVING EFFECT OF INHIBITING CANCER CELL GROWTH AND PHARMACEUTICAL COMPOSITION CONTAINING SAME". Paragraph 0042; 0044. . Retrieved 2020/11/23.
• 2、 -. "TYK2 INHIBITORS AND USES THEREOF". Paragraph 001342; 001344. . Retrieved 2018/05/15.