1516-70-7

Basic information

• Product Name: Methane sulfonyl azide
• Synonyms: Methane sulfonyl azide;Methanesulfonic acid azide
• CAS NO: 1516-70-7
• Molecular Formula: CH₃N₃O₂S
• Molecular Weight: 0
• Mol File: 1516-70-7.mol
• Article Data: 49

Chemical Properties

• Melting Point: 91-92 °C
• Boiling Point: 59-60 °C(Press: 17 Torr)
• Appearance: /
• Density: 1.4361 g/cm3
• CAS DataBase Reference: Methane sulfonyl azide(CAS DataBase Reference)
• NIST Chemistry Reference: Methane sulfonyl azide(1516-70-7)
• EPA Substance Registry System: Methane sulfonyl azide(1516-70-7)

Safety Data

• Hazardous Substances Data: 1516-70-7(Hazardous Substances Data)

Usage

General Description

Methane sulfonyl azide is a chemical compound with the formula CH3SO2N3. It is a colorless, very explosive liquid that is sensitive to heat, friction, and shock. It is primarily used as a high-energy azide compound for organic synthesis, particularly in the preparation of sulfonylguanidines and sulfonylureas. Methane sulfonyl azide is also used as a reagent in the production of pharmaceuticals and agrochemicals. However, due to its high explosive nature, it is handled and stored with extreme care and is tightly regulated to prevent accidents and misuse.

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 10383-49-0 methyl α-disulfone 
• 75-75-2 methanesulfonic acid 

Downstream Products

• 3144-09-0 methanesulfonamide 
• 37469-73-1 4-[diazo-(1-methyl-1-phenyl-ethoxycarbonyl)-acetyl]-thiomorpholine-3-carboxylic acid tert-butyl ester 
• 19299-40-2 N-cyclohexylmethanesulfonamide 
• 64235-75-2 N(cis-1.4-Dimethylcyclohexyl)methansulfonamid 
• 53422-98-3 4-[2-benzoylamino-N-methanesulfonyl-2-(5-morpholin-4-yl-2-phenyl-oxazol-4-yl)-acetimidoyl]-morpholine 
• 40468-71-1 N-(1,2,5-triphenyl-1H-1λ⁵-phosphol-1-ylidene)-methanesulfonamide 
• 3469-17-8 2-diazo-1,2-diphenylethan-1-one 
• 13298-76-5 tert-butyl 2-diazo-3-oxobutanoate 
• 35207-75-1 di-tert-butyl diazomalonate 
• 136708-60-6 7-benzoyloxy-4-methylsulfonyl-4-azatetracyclo<3.3.0.0^2,8.0^3,6>octane 
• 908094-04-2 phenyldiazomethane 
• 141855-34-7 N-[1-Diethylamino-2-oxo-2-phenyl-eth-(Z)-ylidene]-methanesulfonamide 
• 38118-69-3 N-methyl-N-phenyl-2-diazo-3-oxobutanamide 
• 112482-66-3 N-benzyl-N-phenyl-2-diazo-3-oxobutanamide 

Relevant articles and documents

Taking diazo transfer to water: α-diazo carbonyl compounds from in situ generated mesyl azide

Mesyl azide generated in situ in aqueous medium converted a range of active methylene substrates into the corresponding diazo compounds in good yields and high purity with no need for chromatographic purification. The products thus obtained are suitable for the subsequent RhII-catalyzed O–H insertions with no need for chromatography in the interim.

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A new approach to macrocyclization via alkene formation in catalytic diazo decomposition. Synthesis of patulolides A and B.

[reaction: see text] Effective synthetic uses of bisdiazocarbonyl compounds for the selective construction of diverse macrocycles, including the synthesis of patulolides A and B, by catalytic "carbene dimer" formation are reported. Control of stereochemistry and efficient methods for product isomerization or kinetic isomer differentiation have been achieved.

Development of prohibitin ligands against osteoporosis

Current therapeutic approaches to osteoporosis display some potential adverse effects and a limited efficacy on non-vertebral fracture reduction. Some sulfonylamidines targeting the scaffold proteins prohibitins-1 and 2 (PHB1/2) have been showed to inhibit the formation of osteoclasts in charge of bone resorption. Herein, we report the development of a second generation of anti-osteoclastic PHB ligands. The most potent compound, IN45, showed 88% inhibition at the low concentration of 5 μM, indicates that it might serve as a basis for the development of new antiosteoporotic drugs.

One-pot synthesis of sulfonyl-1H-1,2,3-triazolyl-thiomorpholine 1,1-dioxide derivatives and evaluation of their biological activity

A one-pot procedure for the synthesis of novel 1,2,3-triazole derivatives (5a–5l) in good yields (63 to 77%) using different sulfonic acids and 4-(prop-2-yn-1-yl)thiomorpholine 1,1-dioxide through the in situ generated sulfonyl azides was developed. The structures of the newly synthesized compounds were confirmed by 1H NMR, 13C NMR, mass spectrometry, and elemental analysis. The newly synthesized compounds were screened for in?vitro antibacterial activity and free radical scavenging activity in terms of hydrogen donating or radical scavenging ability by the DPPH method. Among all, the compound N-(4-((4-((1,1-dioxidothiomorpholino) methyl)-1H-1,2,3-triazol-1-yl)sulfonyl)phenyl) acetamide (5l) was found to exhibit potent activity as compared to the standard drugs.