40736-26-3

Basic information

• Product Name: N-METHANESULFONYLIMIDAZOLE
• Synonyms: 1-METHYLSULFONYLIMIDAZOLE;N-METHANESULFONYLIMIDAZOLE;N-METHANESULPHONYLIMIDAZOLE;1-(Methylsulfonyl)-1H-imidazole;1H-Imidazole, 1-(methylsulfonyl)-;1-Methanesulfonylimidazole;N-Mesylimidazole;1-(methylsulphonyl)-1H-imidazole
• CAS NO: 40736-26-3
• Molecular Formula: C₄H₆N₂O₂S
• Molecular Weight: 146.17
• EINECS: 255-058-1
• Product Categories: THIOL
• Mol File: 40736-26-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 86 °C
• Boiling Point: 307.6 °C at 760 mmHg
• Flash Point: 139.8 °C
• Appearance: /
• Density: 1.41 g/cm³
• Vapor Pressure: 0.000719mmHg at 25°C
• Refractive Index: 1.594
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive: Moisture Sensitive
• BRN: 4177637
• CAS DataBase Reference: N-METHANESULFONYLIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHANESULFONYLIMIDAZOLE(40736-26-3)
• EPA Substance Registry System: N-METHANESULFONYLIMIDAZOLE(40736-26-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT, MOISTURE SENSITIVE
• Hazardous Substances Data: 40736-26-3(Hazardous Substances Data)

Usage

General Description

N-Methanesulfonylimidazole is a chemical compound often used as a reagent in organic synthesis. It is a versatile and mild reagent that is commonly employed for the synthesis of various functional groups and pharmaceutical intermediates. N-Methanesulfonylimidazole is a powerful acylating reagent capable of converting alcohols, amines, and phenols to their corresponding esters, amides, and ethers, respectively. Furthermore, it is also utilized in the synthesis of peptide derivatives, nucleosides, and heterocyclic compounds. Its mild reaction conditions and high efficiency make it a valuable tool in organic chemistry for the creation of complex molecular structures.

InChI:InChI=1/C4H6N2O2S/c1-9(7,8)6-3-2-5-4-6/h2-4H,1H3

Upstream product

• 288-32-4 1H-imidazole 
• 124-63-0 methanesulfonyl chloride 
• 67711-52-8 1-(diisopropoxyphosphinyl)imidazole 
• 7143-01-3 Methanesulfonic anhydride 
• 7189-69-7 N,N`-sulfuryldiimidazole 
• 333-27-7 methyl trifluoromethanesulfonate 
• 82220-41-5 tert-butylphenylphosphinic imidazolidide 
• 16913-98-7 1-(Diethoxyphosphinyl)imidazole 
• 18156-74-6 1-(Trimethylsilyl)imidazole 

Downstream Products

• 1609033-82-0 1-((1H-imidazol-1-yl)sulfonyl)-4-phenylpiperazine 
• 10040-95-6 1-(4-methoxyphenyl)-1H-imidazole 
• 10040-93-4 1-(2-methoxyphenyl)-imidazole 
• 288-32-4 1H-imidazole 
• 75-75-2 methanesulfonic acid 

Relevant articles and documents

Highly efficient preparation of amides from aminium carboxylates using N-(p-toluenesulfonyl) imidazole

Treatment of aminium carboxylates with N-(p-toluenesulfonyl)imidazole in the presence of triethylamine in DMF at 100 °C afforded the corresponding amides in good to excellent yields. N-(p-Toluenesulfonyl)imidazole proved to be a highly efficient coupling reagent for the preparation of numerous structurally diverse primary, secondary and tertiary amides.

Solvent free, highly chemoselective N and O-acylation on silica and silica magnesium oxide: A recyclable solid surface

Silica or silica/magnesium oxide mixed surface mediates the N and O-acylation, benzoylation or sulfonylation of hosts of substrates under solvent free conditions at ambient temperature with high chemoselectivity.

A CONVENIENT SYNTHESIS OF PHOSPHORUS AND SULFONYL-SUBSTITUTED N-IMIDAZOLES (TRIAZOLES) USING THE CORRESPONDING ACID CHLORIDES AND N-TRIMETHYLSILYL IMIDAZOLES (TRIAZOLES)

The synthetic route phosphorus and sulfonyl-substituted N-imidazoles (triazoles) has been elaborated based on the method proposed by Birkofer et al.The appropriate compounds are obtained in high yield and of analytical purity by the action of N-trimethylsilyl imidazole (triazole) on the corresponding acid chlorides.