Methane sulfonyl azide

Base Information

• Chemical Name: Methane sulfonyl azide
• CAS No.: 1516-70-7
• Molecular Formula: CH₃N₃O₂S
• Molecular Weight: 121.12
• Mol file: 1516-70-7.mol

Synonyms:Mesylazide; Methylsulfonyl azide

Chemical Property of Methane sulfonyl azide

Chemical Property:

• Melting Point: 91-92 °C
• Boiling Point: 59-60 °C(Press: 17 Torr)
• PSA: 92.27000
• Density: 1.4361 g/cm3
• LogP: 0.78986

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methane sulfonyl azide

There total 5 articles about Methane sulfonyl azide 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: 98.0%

methanesulfonyl chloride (124-63-0) → Methanesulfonyl azide (624-90-8,1516-70-7)

Guidance literature:

With sodium azide; In water; acetone; at 0 - 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/acs.joc.6b02998

Reference yield: 96.0%

methanesulfonic acid (75-75-2,98527-29-8) → Methanesulfonyl azide (624-90-8,1516-70-7)

Guidance literature:

methanesulfonic acid; With trichloroisocyanuric acid; triphenylphosphine; In tetrahydrofuran; at 0 - 5 ℃;

With sodium azide; In tetrahydrofuran; at 5 - 20 ℃;

DOI:10.1080/17415993.2013.801476

Reference yield: 71.0%

methyl α-disulfone (10383-49-0) → Methanesulfonyl azide (624-90-8,1516-70-7)

Guidance literature:

With sodium azide; In 1,4-dioxane; water; Ambient temperature;

DOI:10.1021/ja00395a024

upstream raw materials:

methanesulfonyl chloride

methyl α-disulfone

methanesulfonic acid

Downstream raw materials:

methanesulfonamide

4-[diazo-(1-methyl-1-phenyl-ethoxycarbonyl)-acetyl]-thiomorpholine-3-carboxylic acid tert-butyl ester

N-cyclohexylmethanesulfonamide

N(cis-1.4-Dimethylcyclohexyl)methansulfonamid

Refernces

• 1、 Maehr, Hubert,Uskokovic, Milan R.,Schaffner, Carl P.. "Concise synthesis of dimethyl (2-oxopropyl)phosphonate and homologation of aldehydes to alkynes in a tandem process". . p. 299 - 310. Retrieved 2009.
• 2、 Lynch, Denis,O'Mahony, Rosella M.,McCarthy, Daniel G.,Bateman, Lorraine M.,Collins, Stuart G.,Maguire, Anita R.. "Mechanistic Study of In Situ Generation and Use of Methanesulfonyl Azide as a Diazo Transfer Reagent with Real-Time Monitoring by FlowNMR". . p. 3575 - 3580. Retrieved 2019.
• 3、 Hoque, Mohammad Mazharol,Bari, Md. Abdul,Khan, Md. Wahab. "Rh(II)-mediated one-pot synthesis of dihydrobenzofuran and spiro[2.5]oct-1-ene: Experimental and DFT studies". . . Retrieved 2021/11/17.
• 4、 Liu, Zhili,Chen, Lianfen,Zhu, Dong,Zhu, Shifa. "Formal Allylation and Enantioselective Cyclopropanation of Donor/Acceptor Rhodium(II) Azavinyl Carbenes". supporting information. p. 1275 - 1279. Retrieved 2021/02/20.