Methanesulfonamide, N-(2-methylphenyl)-

Base Information

• Chemical Name: Methanesulfonamide, N-(2-methylphenyl)-
• CAS No.: 7022-17-5
• Molecular Formula: C8H11NO2S
• Molecular Weight: 185.247
• Mol file: 7022-17-5.mol

Synonyms:Methansulfonsaeure-o-toluidid;N-o-tolylmethanesulfonamide;N-(o-tolyl)methanesulfonamide;methanesulfonic acid o-toluidide;N-(2-tolyl)-methanesulfonamide;N-(2-methylphenyl)methanesulfonamide;

Chemical Property of Methanesulfonamide, N-(2-methylphenyl)-

Chemical Property:

• Melting Point: 44 °C
• Boiling Point: 292.2±33.0 °C(Predicted)
• PSA: 54.55000
• Density: 1.267±0.06 g/cm3(Predicted)
• LogP: 2.52030

Purity/Quality:

95% ^*data from raw suppliers

N-(2-METHYLPHENYL)METHANESULFONAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methanesulfonamide, N-(2-methylphenyl)-

There total 6 articles about Methanesulfonamide, N-(2-methylphenyl)- 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%

methanesulfonyl chloride (124-63-0) + o-toluidine (95-53-4) → 2-methyl-N-methanesulfonyl benzenamine (7022-17-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 1 - 1.25h; Product distribution / selectivity;

Reference yield: 95.0%

methanesulfonamide (3144-09-0) + 2-methylphenyl bromide (95-46-5) → 2-methyl-N-methanesulfonyl benzenamine (7022-17-5)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); potassium carbonate; tert-butyl XPhos; In 2-methyltetrahydrofuran; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1021/ol200660s

Reference yield: 88.0%

methanesulfonamide (3144-09-0) + 2-methylchlorobenzene (95-49-8) → 2-methyl-N-methanesulfonyl benzenamine (7022-17-5)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); potassium carbonate; tert-butyl XPhos; In 2-methyltetrahydrofuran; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1021/ol200660s

upstream raw materials:

methanesulfonyl chloride

o-toluidine

ortho-methylphenyl iodide

methanesulfonamide

Downstream raw materials:

Methansulfonsaeure-<2-methyl-N.4-diacetyl-anilid>

3'-Methyl-4'-((methylsulfonyl)amino)acetophenone

Refernces

• 1、 Vantourout, Julien C.,Li, Ling,Bendito-Moll, Enrique,Chabbra, Sonia,Arrington, Kenneth,Bode, Bela E.,Isidro-Llobet, Albert,Kowalski, John A.,Nilson, Mark G.,Wheelhouse, Katherine M. P.,Woodard, John L.,Xie, Shiping,Leitch, David C.,Watson, Allan J. B.. "Mechanistic Insight Enables Practical, Scalable, Room Temperature Chan-Lam N-Arylation of N-Aryl Sulfonamides". . p. 9560 - 9566. Retrieved 2018/09/27.
• 2、 Liu, Liu,Chen, Kun,Wu, Wen-Zhen,Wang, Peng-Fei,Song, Hang-Yu,Sun, Hongbin,Wen, Xiaoan,Xu, Qing-Long. "Organocatalytic Para-Selective Amination of Phenols with Iminoquinone Monoacetals". supporting information. p. 3823 - 3826. Retrieved 2017/07/26.