14453-85-1

Basic information

• Product Name: Benzenamine, 4-[(4-methoxyphenyl)thio]-
• CAS NO: 14453-85-1
• Molecular Formula: C13H13NOS
• Molecular Weight: 231.318
• Mol File: 14453-85-1.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-[(4-methoxyphenyl)thio]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-[(4-methoxyphenyl)thio]-(14453-85-1)
• EPA Substance Registry System: Benzenamine, 4-[(4-methoxyphenyl)thio]-(14453-85-1)

Safety Data

• Hazardous Substances Data: 14453-85-1(Hazardous Substances Data)

Upstream product

• 100-00-5 4-chlorobenzonitrile 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 1193-02-8 4-aminotiophenol 
• 696-62-8 para-iodoanisole 
• 350-46-9 4-Fluoronitrobenzene 
• 696-63-9 4-Methoxybenzenethiol 
• 62-53-3 aniline 
• 540-37-4 p-aminoiodobenzene 
• 722-27-0 bis(4-aminophenyl)disulfide 
• 22865-50-5 4-(4-methoxyphenylsulfanyl)nitrobenzene 

Downstream Products

• 38007-64-6 4-Bromacetylamino-4'-methoxydiphenylsulfid 
• 37930-94-2 4-(4-Methoxiphenylthio)-trifluormethansulfonanilid 
• 861083-81-0 (4-iodophenyl)(4-methoxyphenyl)thioether 
• 53279-53-1 4-(4-methoxyphenylthio)benzylamine 
• 53279-55-3 4-(4-Aminomethyl-phenylsulfanyl)-phenol 
• 53279-54-2 4-(4-hydroxyphenylthio)benzonitrile 
• 37924-33-7 4-(4-Methoxiphenylsulfonyl)-trifluormethansulfonanilid 
• 37924-32-6 4-(4-Methoxiphenylsulfinyl)-trifluormethansulfonanilid 

Relevant articles and documents

Dimsyl Anion Enables Visible-Light-Promoted Charge Transfer in Cross-Coupling Reactions of Aryl Halides

A methodology is reported for visible-light-promoted synthesis of unsymmetrical chalcogenides enabled by dimsyl anion in the absence of transition-metals or photoredox catalysts. The cross-coupling reaction between aryl halides and diaryl dichalcogenides proceeds with electron-rich, electron-poor, and heteroaromatic moieties. Mechanistic investigations using UV-Vis spectroscopy, time-dependent density functional theory (TD-DFT) calculations, and control reactions suggest that dimsyl anion forms an electron-donor-acceptor (EDA) complex capable of absorbing blue light, leading to a charge transfer responsible for generation of aryl radicals from aryl halides. This previously unreported mechanistic pathway may be applied to other light-induced transformations performed in DMSO in the presence of bases and aryl halides.

Flavin/I2 catalyzed aerobic oxidative C–H sulfenylation of anilines

A flavin/I2 catalyzed aerobic oxidative C–H sulfenylation of anilines with thiols under mild reaction conditions is presented for the first time. This metal-free reaction provides an atom-economic pathway to prepare various aryl sulfides with outstanding functional group compatibility. Moreover, it consumes molecular oxygen as the only terminal oxidant and produces environmentally-friendly H2O as the only byproduct.

Method for synthesis of diaryl thioether compound without transition metal catalysis

The invention discloses a method for synthesis of a diaryl thioether compound without transition metal catalysis. The method includes: in the presence of a riboflavin catalyst, an iodine source, and an oxidant, reacting a compound shown as formula (1) or a compound shown as formula (4) with a compound shown as formula (2) in a solvent at 30-100DEG C for 1-40h, and subjecting the reaction solutionto post-treatment to obtain the diaryl thioether compound shown as formula (3) or formula (5). The reaction equation is shown as the specification, in the formula (1)-formula (5), R1 is selected fromC1-C4 alkyl, aryl, C1-C4 alkoxy, halogen, halogen-substituted C1-C4 alkyl, aryl, nitro, cyano, amino, or heterocyclic mercaptan; R2, R3, and R4 are independently selected from one of H, C1-C4 alkyl, halogen-substituted C1-C4 alkyl, and aryl respectively; R5 and R6 are independently selected from C1-C4 alkyl respectively, and Y represents element O. The method provided by the invention uses a riboflavin catalyst to replace a transition metal to synthesize the diaryl thioether compound, and has the advantages of green reaction, mild conditions, good substrate universality, high yield and the like.