Methanesulfonamide

Base Information

• Chemical Name: Methanesulfonamide
• CAS No.: 3144-09-0
• Molecular Formula: CH5NO2S
• Molecular Weight: 95.1222
• Hs Code.: 29350090
• European Community (EC) Number: 221-553-6
• NSC Number: 271
• UNII: 98YB2P6NHR
• DSSTox Substance ID: DTXSID3062865
• Nikkaji Number: J208.740E
• ChEMBL ID: CHEMBL305268
• Mol file: 3144-09-0.mol

Synonyms:CH3SO2NH2;methanesulfonamide

Chemical Property of Methanesulfonamide

Chemical Property:

• Appearance/Colour: white to yellow crystals, powder or flakes
• Vapor Pressure: 0.216mmHg at 25°C
• Melting Point: 85-89 °C(lit.)
• Refractive Index: 1.46
• Boiling Point: 208.2 °C at 760 mmHg
• PKA: 10.87±0.60(Predicted)
• Flash Point: 79.7 °C
• PSA: 68.54000
• Density: 1.363 g/cm³
• LogP: 0.68580
• Storage Temp.: Store below +30°C.
• Solubility.: Slightly soluble in DMSO and methanol.
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 95.00409958
• Heavy Atom Count: 5
• Complexity: 95.3

Purity/Quality:

99% ^*data from raw suppliers

Methanesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CS(=O)(=O)N
• Uses: Methanesulfonamide will react with thionyl chloride, cyanates, carbon disulfide and ketones and aldehydes to prepare pharmaceuticals, brightening agent and other target molecules. It is also used in biological studies to predict binding affinity and binding mode of protein ligand complexes. Methanesulfonamide is used in the synthesis of important organic reagents such as N-(2-methylthio-1-p-toluenesufonyl)methanesulfonamide and tert-butyl ((2-(trimethylsilyl)ethyl)sulfonyl)carbamate.It can be used as a source of nitrogen in the conversion of carboxylic acids to corresponding nitriles.It is widely used as a reagent in the synthesis of medicinally important compounds such as derivatives of indole-N-acetamide, methanesulfonamide pyrimidine-substituted 3,5-dihydroxy-6-heptenoates and repertaxin.

Technology Process of Methanesulfonamide

There total 58 articles about Methanesulfonamide 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%

N-(3-methylbut-2-en-1-yl)methanesulfonamide (1578267-78-3) → methanesulfonamide (3144-09-0)

Guidance literature:

With silver hexafluoroantimonate; In 1,2-dichloro-ethane; at 140 ℃; for 0.0333333h; Inert atmosphere; Microwave irradiation;

DOI:10.1055/s-0036-1589066

Reference yield: 99.0%

methanesulfonyl chloride (124-63-0) → methanesulfonamide (3144-09-0)

Guidance literature:

With triethylamine; In dichloromethane; ethyl acetate;

Reference yield: 98.0%

N,N-bis(3-methylbut-2-en-1-yl)methanesulfonamide → methanesulfonamide (3144-09-0)

Guidance literature:

With silver hexafluoroantimonate; In 1,2-dichloro-ethane; at 140 ℃; for 0.0333333h; Microwave irradiation; Inert atmosphere;

DOI:10.1055/s-0036-1589066

upstream raw materials:

tetrachloromethane

Methanesulfonyl azide

N,N-bis-methanesulfonyl-glycine

1-methyl-4-nitrosobenzene

Downstream raw materials:

N-<2-Chlor-aethyl>-N'-methansulfonyl-harnstoff

N-Methylsulfonyl-N'-propylthioharnstoff

N-Methansulfonyl-5-brom-valeramid

C₁₃H₂₂N₂O₆S₃

Refernces

• 1、 Henderson, William,Risi, Matthew C.,Saunders, Graham C.. "The coordination chemistry of sulfonyl-substituted thioureas towards the d8 metal centres platinum(II), palladium(II), nickel(II) and gold(III)". . . Retrieved 2021/07/13.
• 2、 -. "Method for preparing methanesulfonamide by water method". Paragraph 0022-0033. . Retrieved 2020/12/10.