116924-82-4

Basic information

• Product Name: 4-(methylsulfanyl)diphenylamine
• Synonyms: 4-(methylsulfanyl)diphenylamine
• CAS NO: 116924-82-4
• Molecular Weight: 215.319
• Mol File: 116924-82-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 4-(methylsulfanyl)diphenylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(methylsulfanyl)diphenylamine(116924-82-4)
• EPA Substance Registry System: 4-(methylsulfanyl)diphenylamine(116924-82-4)

Safety Data

• Hazardous Substances Data: 116924-82-4(Hazardous Substances Data)

Upstream product

• 108-86-1 bromobenzene 
• 104-96-1 4-methylsulfanylaniline 
• 67-56-1 methanol 
• 16078-85-6 4-thiocyanato-N-phenylaniline 
• 122-39-4 diphenylamine 
• 701-57-5 1-methylthio-4-nitro-benzene 
• 98-80-6 phenylboronic acid 
• 945-51-7 1,1'-sulfinylbisbenzene 
• 100-68-5 methyl-phenyl-thioether 
• 622-37-7 Phenyl azide 
• 35958-19-1 N-(4-methylsulfanyl-phenyl)-anthranilic acid 

Downstream Products

• 55240-37-4 C₁₄H₁₂ClNOS 

Relevant articles and documents

Copper-catalyzed, ceric ammonium nitrate mediated N-arylation of amines

Cu-Catalyzed, ligand- and base-free cross-coupling of aryl boronic acids with primary and secondary amines has been reported. This ‘Chan-Evans-Lam' reaction has revealed that at room temperature, with a catalytic amount of copper(ii) acetate and ceric ammonium nitrate (CAN) as an oxidant, N-arylation can result in an effective C-N bond formation. This air stable, practical, robust protocol enables tolerance towards a variety of functional groups on both boronic acid and amine partners.

Intermolecular Reductive C-N Cross Coupling of Nitroarenes and Boronic Acids by PIII/PV=O Catalysis

A main group-catalyzed method for the synthesis of aryl- and heteroarylamines by intermolecular C-N coupling is reported. The method employs a small-ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane) and a terminal hydrosilane reductant (phenylsilane) to drive reductive intermolecular coupling of nitro(hetero)arenes with boronic acids. Applications to the construction of both Csp2-N (from arylboronic acids) and Csp3-N bonds (from alkylboronic acids) are demonstrated; the reaction is stereospecific with respect to Csp3-N bond formation. The method constitutes a new route from readily available building blocks to valuable nitrogen-containing products with complementarity in both scope and chemoselectivity to existing catalytic C-N coupling methods.

Synthesis of polyfunctional secondary amines by the addition of functionalized zinc reagents to nitrosoarenes

Addition of functionalized aryl, heteroaryl or adamantyl zinc reagents to various nitroso-arenes in the presence of magnesium salts and LiCl in THF produces after a reductive work-up with FeCl2 and NaBH4 in ethanol the corresponding polyfunctional secondary amines in high yields. This journal is