19397-91-2

Basic information

• Product Name: N-Benzoyl-S,S-dimethylsulfimine
• Synonyms: N-Benzoyl-S,S-dimethylsulfilimine;N-Benzoyl-S,S-dimethylsulfimine
• CAS NO: 19397-91-2
• Molecular Formula: C₉H₁₁NOS
• Molecular Weight: 181.25
• Mol File: 19397-91-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-Benzoyl-S,S-dimethylsulfimine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Benzoyl-S,S-dimethylsulfimine(19397-91-2)
• EPA Substance Registry System: N-Benzoyl-S,S-dimethylsulfimine(19397-91-2)

Safety Data

• Hazardous Substances Data: 19397-91-2(Hazardous Substances Data)

Upstream product

• 55-21-0 benzamide 
• 67-68-5 dimethyl sulfoxide 
• 75-18-3 dimethylsulfide 
• 495-18-1 Benzohydroxamic acid 
• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 
• 57738-66-6 S,S-dimethyl-S-(trifluoroacetoxy)sulfonium trifluoroacetate 
• 25408-75-7 N,N'-dibenzoylsulfur diimide 
• 61945-93-5 N,N'-dibenzoylselenium diimide 
• 39536-32-8 sodium benzamidate 

Downstream Products

• 1337936-32-9 N-(2,5-diphenyloxazol-4-yl)-N-phenylmethanesulfonamide 
• 59306-17-1 dichloro(triphenylphosphine)(S,S-dimethyl-N-benzoylsulfilimine)palladium(II) 
• 59305-75-8 dichloro(methyldiphenylphosphine)(S,S-dimethyl-N-benzoylsulfilimine)platinum(II) 
• 59305-77-0 dichloro(triphenylphosphine)(S,S-dimethyl-N-benzoylsulfilimine)platinum(II) 
• 59305-76-9 dichloro(dimethylphenylphosphine)(S,S-dimethyl-N-benzoylsulfilimine)platinum(II) 
• 86582-50-5 2,5,5-triphenyloxazolidin-4-one 

Relevant articles and documents

Light-induced ruthenium-catalyzed nitrene transfer reactions: A photochemical approach towards N-Acyl sulfimides and sulfoximines

1,4,2-Dioxazol-5-ones are five-membered heterocycles known to decarboxylate under thermal or photochemical conditions, thus yielding N-acyl nitrenes. Described herein is a light-induced ruthenium-catalyzed N-acyl nitrene transfer to sulfides and sulfoxides by decarboxylation of 1,4,2-dioxazol-5-ones at room temperature, thus providing direct access to N-acyl sulfimides and sulfoximines under mild reaction conditions. In addition, a one-pot sulfur imidation/oxidation sequence catalyzed by a single ruthenium complex is reported. Double duty: A one-pot sulfur imidation/oxidation sequence using a single ruthenium complex for both steps was developed (see scheme). Photochemical decarboxylations of 1,4,2-dioxazol-5-ones provide N-acyl nitrenes, which imidate sulfides at ambient temperature. The subsequent oxidation then occurs under mild phase-transfer catalysis conditions. In this manner, N-acyl sulfimides and sulfoximines can be obtained in high yields starting from sulfides.

N,N'-DIACYLSELENIUM AND N,N'-DIACYLSULFUR DIIMIDES

In the reaction of N,N'-diphenylsulfonylselenium diimide (C6H5SO2N=)2Se with aldehydes, dimethyl sulfoxide, diphenyl selenone, diphenyl selenoxide, triphenylphosphine oxide, etc. the oxygen atom in the E=O group is substituted by a phenylsulfonylimino group.In the reaction of triphenylphosphine with N,N'-diphenylsulfonylselenium diimide N,N'-diphenylsulfonyl-N-triphenylphosphoniohydrazinate is formed.In the reaction of triphenylphosphine with N,N-diacylselenium or N,N'-diacylsulfur sulfimides (CH3CON=)2Se, (C6H5CON=)2Se or (C6H5CON=)2S triphenylphosphine oxide, the corresponding nitrile, and selenium or sulfur are obtained.