85193-05-1

Basic information

• Product Name: 1-S-methyl-1-S-phenyl-N-(anthraquinon-1-yl)sulfoximide
• CAS NO: 85193-05-1
• Molecular Weight: 361.421
• Mol File: 85193-05-1.mol

Chemical Properties

• CAS DataBase Reference: 1-S-methyl-1-S-phenyl-N-(anthraquinon-1-yl)sulfoximide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-S-methyl-1-S-phenyl-N-(anthraquinon-1-yl)sulfoximide(85193-05-1)
• EPA Substance Registry System: 1-S-methyl-1-S-phenyl-N-(anthraquinon-1-yl)sulfoximide(85193-05-1)

Safety Data

• Hazardous Substances Data: 85193-05-1(Hazardous Substances Data)

Upstream product

• 82-45-1 1-amino-9,10-anthracenedione 
• 42013-62-7 1-azidoanthracene-9,10-dione 
• 70730-89-1 6H-anthra<1,9-cd>isoxazol-6-one 
• 1193-82-4 racemic methyl phenyl sulfoxide 

Relevant articles and documents

Synthesis of S,S-dialkyl-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl) sulfoximides and specificities of their base-catalyzed intramolecular heterocyclizations into naphtho[1,2,3-cd]-indol-6(2H)-ones

Heating of 6H-anthra[1,9-cd][1,2]oxazol-6-ones with dialkyl sulfoxides in sulfolane gave S,S-dialkyl-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)sulfoximides which underwent cyclization to naphtho-[1,2,3-cd]indol-6(2H)-one derivatives on heating in boiling tetrahydrofuran in the presence of sodium methoxide. p-Toluenesulfinic acid was isolated as by-product in the cyclization of S-methyl-S-(4-methylphenyl)-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl) sulfoximide. The heterocyclizations of S,S-dipropyl- and S,S-dibutyl-N-(9,10- dioxo-9,10-dihydroanthracen-1-yl)sulfoximides to 1-ethyl- and 1-propylnaphtho[1,2,3-cd]-indol-6(2H)-ones were accompanied by formation of the corresponding 1-[1-hydroxyethyl(propyl)]naphtho-[1,2,3-cd]indol-6(2H)-ones.

Ring Opening Reactions of 6H-Anthraisoxazol-6-ones and Related Compounds

Nucleophilic attack of anthraisoxazol-6-ones, and of anthraisoxazole by various sulfoxides, triphenyl phosphine, and aliphatic or aromatic phosphites proceeded with cleavage of the nitrogen-oxygen bond of the isoxazole ring.This method provided ready access to substituted anthraquinones bearing sulfoximido-, triphenylphosphazo-, and dialkyl(aryl)phosphoramidic groups attached to the 1- and the 1,5-positions of the anthraquinone system.The structures of the newly synthesized anthraquinone derivatives were supported by analytical and spectral data. 1 -S,S-dimethyl-N-(5-benzamidoanthraquinon-1-yl)sulfoximide yielded in 90percent sulfuric acid the 1-amino-5-sulfoximido anthraquinone without hydrolyzing the sulfoximido group.