N-Methylmethanesulfonamide

Base Information

• Chemical Name: N-Methylmethanesulfonamide
• CAS No.: 1184-85-6
• Molecular Formula: C2H7NO2S
• Molecular Weight: 109.149
• Hs Code.: 2935009090
• European Community (EC) Number: 423-930-2,601-529-5
• NSC Number: 137909
• DSSTox Substance ID: DTXSID80152112
• Nikkaji Number: J511.874C
• Wikidata: Q72492532
• Mol file: 1184-85-6.mol

Synonyms:N-Methyl methanesulfonamide;N-Methylmethanesulfonamide;1184-85-6;N-Methylmethane sulfonamide;Methanesulfonamide, N-methyl-;N-Methyl-methanesulfonamide;Methansulfonsaure-N-methylamid;Methanesulfonic acid methylamide;Methansulfonic acid-n-methylamide;N-methylmethanesulphonamide;NSC 137909;BRN 1633748;Methansulfonsaure-N-methylamid [German];MFCD00776277;4-04-00-00268 (Beilstein Handbook Reference);Methyl sulfonoyl methyl amine;NSC137909;HN(CH3)SO2Me;N-methyl methylsulfonamide;methyl(methylsulfonyl)amine;N-methylmethane-sulfonamide;N-methyl-methanesulphonamide;SCHEMBL31424;N-methyl methane sulphonamide;methanesulfonic acid methyl amide;DTXSID80152112;AMY40669;AB2915;AKOS000142668;CS-W008054;NSC-137909;SB75562;AS-10857;LS-90147;SY004768;FT-0633429;M2170;EN300-33617;A803943;J-523687;Z54078255

Chemical Property of N-Methylmethanesulfonamide

Chemical Property:

• Appearance/Colour: white to yellowish crystalline powder
• Vapor Pressure: 2.04mmHg at 25°C
• Melting Point: 141-144°C
• Refractive Index: 1.433
• Boiling Point: 163.7 °C at 760 mmHg
• PKA: 11.57±0.40(Predicted)
• Flash Point: 52.8 °C
• PSA: 54.55000
• Density: 1.194 g/cm³
• LogP: 0.63710
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 109.01974964
• Heavy Atom Count: 6
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

N-MethylMethanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNS(=O)(=O)C

Technology Process of N-Methylmethanesulfonamide

There total 8 articles about 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: 94.0%

methanol (67-56-1) + methanesulfonamide (3144-09-0) → N-methylmethane sulphonamide (1184-85-6)

Guidance literature:

With [(p?cymene)Ru(2,2′-bpyO)(H₂O)]; caesium carbonate; at 125 ℃; for 15h; Schlenk technique;

DOI:10.1021/acs.joc.0c02685

Reference yield: 92.7%

1-[(N-methylsulfonyl-N-methylamino)-sulfonyl]-3-(N-methylsulfonyl-N-methylamino)urea + 4,6-dimethoxy-2-aminopyrimidine (36315-01-2,256642-28-1) → N-methylmethane sulphonamide (1184-85-6) + amidosulfuron (120923-37-7)

Guidance literature:

In chlorobenzene;

Reference yield: 82.0%

methanesulfonyl chloride (124-63-0) + methylamine (74-89-5) → N-methylmethane sulphonamide (1184-85-6)

Guidance literature:

In ethanol; at 0 - 20 ℃; for 16h;

upstream raw materials:

methylamine hydrochloride

methanesulfonyl chloride

methylamine

triethylamine

Downstream raw materials:

N-Cyclohexyl-4-hydroxy-3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxamide

3-bromo-5-[methyl(methylsulfonyl)amino]benzoic acid methyl ester

N-(2-cyano-3-methyl-phenyl)-N-methyl-methanesulfonamide

N-(3-cyanopyridin-2-yl)-N-methylmethanesulfonamide

Refernces

• 1、 Tan, Yushi,Liu, Boyan,Han, Ya-Ping,Zhang, Yuecheng,Zhang, Hong-Yu,Zhao, Jiquan. "Direct Introduction of Sulfonamide Groups into Quinoxalin-2(1H)-ones by Cu-Catalyzed C3-H Functionalization". . p. 3365 - 3369. Retrieved 2020.
• 2、 Liu, Peng,Tung, Nguyen Thanh,Xu, Xiangchao,Yang, Jiazhi,Li, Feng. "N-Methylation of Amines with Methanol in the Presence of Carbonate Salt Catalyzed by a Metal-Ligand Bifunctional Ruthenium Catalyst [(p-cymene)Ru(2,2′-bpyO)(H2O)]". . p. 2621 - 2631. Retrieved 2021/02/27.
• 3、 Curle, Jonathan M.,Perieteanu, Marina C.,Humphreys, Philip G.,Kennedy, Alan R.,Tomkinson, Nicholas C. O.. "Alkene Syn- And Anti-Oxyamination with Malonoyl Peroxides". supporting information. p. 1659 - 1664. Retrieved 2020/02/13.