946826-90-0

Basic information

• Product Name: N-cyano-S-methyl-S-phenylsulfilimine
• Synonyms: N-cyano-S-methyl-S-phenylsulfilimine
• CAS NO: 946826-90-0
• Molecular Weight: 164.231
• Mol File: 946826-90-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-cyano-S-methyl-S-phenylsulfilimine(CAS DataBase Reference)
• NIST Chemistry Reference: N-cyano-S-methyl-S-phenylsulfilimine(946826-90-0)
• EPA Substance Registry System: N-cyano-S-methyl-S-phenylsulfilimine(946826-90-0)

Safety Data

• Hazardous Substances Data: 946826-90-0(Hazardous Substances Data)

Upstream product

• 591-50-4 iodobenzene 
• 420-04-2 CYANAMID 
• 100-68-5 methyl-phenyl-thioether 

Downstream Products

• 952022-13-8 N-[methyl(oxo)(phenyl)-λ⁶-sulfanylidene]cyanamide 

Relevant articles and documents

Anodic Dehydrogenative Cyanamidation of Thioethers: Simple and Sustainable Synthesis of N-Cyanosulfilimines

A novel and very simple to perform electrochemical approach for the synthesis of several N-cyanosulfilimines in good to excellent yields was established. This method provides access to biologically relevant sulfoximines by consecutive oxidation using electro-generated periodate. This route can be easily scaled-up to gram quantities. The S,N coupling is carried out at an inexpensive carbon anode by direct oxidation of sulfide. Therefore, the designed process is atom economic and represents a new “green route” for the synthesis of sulfilimines and sulfoximines.

Metal-free synthesis of N -cyano-substituted sulfilimines and sulfoximines

Starting from the corresponding sulfides, N-cyano sulfoximines can easily be accessed under metal-free conditions via the corresponding N-cyano-substituted sulfilimines. The reaction sequence involves a sulfide imination with cyanogen amide in presence of a base and N-bromosuccinimide (NBS) followed by an m-chloroperoxybenzoic acid (MCPBA) mediated oxidation of the resulting sulfilimine intermediates.

Iodinane- and metal-free synthesis of N-cyano sulfilimines: Novel and easy access of NH-sulfoximines

The synthesis of W-cyanosulfilimines can readily be achieved by reaction of the corresponding sulfides with cyanogen amine in the presence of a base and NBS or l2 as halogenating agents. Oxidation followed by C-N bond cleavage affords synthetically useful WH-free sulfoximines.