N-Methanesulfonylimidazole

Base Information

• Chemical Name: N-Methanesulfonylimidazole
• CAS No.: 40736-26-3
• Molecular Formula: C4H6N2O2S
• Molecular Weight: 146.17
• Hs Code.: 2933290090
• European Community (EC) Number: 255-058-1
• UNII: 7VXS8F8950
• DSSTox Substance ID: DTXSID90193718
• Nikkaji Number: J294.745E
• Wikidata: Q83066452
• Mol file: 40736-26-3.mol

Synonyms:N-Methanesulfonylimidazole;40736-26-3;1-(Methylsulfonyl)-1H-imidazole;1-methylsulfonylimidazole;N-Methylsulfonylimidazole;1-Methanesulfonylimidazole;1-(Methylsulphonyl)-1H-imidazole;1-(Methylsulfonyl)imidazole;7VXS8F8950;EINECS 255-058-1;UNII-7VXS8F8950;1H-Imidazole, 1-(methylsulfonyl)-;MFCD00014496;1-Mesylimidazole;1-Mesyl-1H-imidazole;1-(Methanesulfonyl)imidazole;1-methylsulfonyl-1h-imidazole;SCHEMBL187487;1-methanesulfonyl-1H-imidazole;DTXSID90193718;1-(Methylsulfonyl)-1H-imidazole #;AKOS006227809;BS-23777;SY311711;CS-0206785;FT-0629295;E86020;A825262

Chemical Property of N-Methanesulfonylimidazole

Chemical Property:

• Vapor Pressure: 0.000719mmHg at 25°C
• Melting Point: 86 °C
• Refractive Index: 1.594
• Boiling Point: 307.6 °C at 760 mmHg
• Flash Point: 139.8 °C
• PSA: 60.34000
• Density: 1.41 g/cm³
• LogP: 0.77160
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive.: Moisture Sensitive
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 146.01499861
• Heavy Atom Count: 9
• Complexity: 181

Purity/Quality:

98%min ^*data from raw suppliers

1-(Methylsulfonyl)-1H-imidazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: CS(=O)(=O)N1C=CN=C1

Technology Process of N-Methanesulfonylimidazole

There total 6 articles about N-Methanesulfonylimidazole 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: 91.0%

methanesulfonyl chloride (124-63-0) + 1-(Trimethylsilyl)imidazole (18156-74-6) → chloro-trimethyl-silane (75-77-4) + 1-(methylsulfonyl)-1H-imidazole (40736-26-3)

Guidance literature:

In dichloromethane; for 1h; Ambient temperature;

Reference yield: 70.0%

1H-imidazole (288-32-4) + methanesulfonyl chloride (124-63-0) → 1-(methylsulfonyl)-1H-imidazole (40736-26-3)

Guidance literature:

With silica gel; at 20 ℃; for 2h; chemoselective reaction; Green chemistry;

Reference yield: 60.0%

tert-butylphenylphosphinic imidazolidide (82220-41-5,82220-47-1) + Methanesulfonic anhydride (7143-01-3) → 1-(methylsulfonyl)-1H-imidazole (40736-26-3) + tert-butylphenylphosphinic methanesulfonic anhydride (82220-43-7,82220-48-2)

Guidance literature:

In acetonitrile; for 1h; Ambient temperature;

upstream raw materials:

1H-imidazole

methanesulfonyl chloride

1-(diisopropoxyphosphinyl)imidazole

Methanesulfonic anhydride

Downstream raw materials:

1-((1H-imidazol-1-yl)sulfonyl)-4-phenylpiperazine

1-(4-methoxyphenyl)-1H-imidazole

1-(2-methoxyphenyl)-imidazole

1H-imidazole

Refernces

• 1、 Abulwerdi, Fardokht A.,Liao, Chenzhong,Mady, Ahmed S.,Gavin, Jordan,Shen, Chenxi,Cierpicki, Tomasz,Stuckey, Jeanne A.,Showalter, H.D. Hollis,Nikolovska-Coleska, Zaneta. "3-substituted-N-(4-hydroxynaphthalen-1-yl)arylsulfonamides as a novel class of selective Mcl-1 inhibitors: Structure-based design, synthesis, SAR, and biological evaluation". . p. 4111 - 4133. Retrieved 2014/06/09.
• 2、 Begtrup, Mikael,Larsen, Peter. "Alkylation, Acylation and Silylation of Azoles". . p. 1050 - 1057. Retrieved 2007/10/02.