17661-83-5

Upstream product

• 106-46-7 para-dichlorobenzene 
• 141-78-6 ethyl acetate 
• 100-00-5 4-chlorobenzonitrile 
• 811-51-8 sodium thioethylate 
• 624-38-4 para-diiodobenzene 
• 93-89-0 benzoic acid ethyl ester 
• 106-37-6 1.4-dibromobenzene 

Downstream Products

• 624-39-5 benzene-1,4-dithiol 
• 56056-57-6 4-(Ethylthio)-thiophenol 
• 83500-75-8 1-(ethylthio)-4-(methylthio)benzene 
• 70398-92-4 4-(Ethylthio)-phenyl isopropyl sulphide 
• 70398-91-3 4-(Methylthio)-phenyl isopropyl sulphide 
• 70415-88-2 1,4-Bis-ethanesulfonyl-benzene 

Relevant academic research and scientific papers

Copper-Catalyzed Three-Component Coupling Reaction of Aryl Iodides, a Disilathiane, and Alkyl Benzoates Leading to a One-Pot Synthesis of Alkyl Aryl Sulfides

A copper-catalyzed three-component coupling reaction of aryl iodides, hexamethyldisilathiane and alkyl benzoates leading to alkyl aryl sulfides has been demonstrated. A disilathiane acted as both a sulfur source and a promoter of the sulfidation, and the alkyl moiety of the alkyl benzoate was effectively introduced on one side of the sulfide. Moreover, we found that the protocol can be expanded to the preparation of ethyl phenyl selenide with diphenyl diselenide.

Fragmentation of Aryl Alkyl Sulfides. A Simple, One-Pot Synthesis of Polymercaptobenzenes from Polychlorobenzenes

A simple procedure is described which allows one to prepare polymercaptobenzenes starting from chlorobenzenes.The reactions of all the possible chlorobenzenes with Me2CHSNa in HMPA give the corresponding (isopropylthio)benzenes which can be cleaved by adding sodium to the reaction mixtures to give the arenethiolates in good yields.In some cases the polymercaptobenzenes were isolated after treatment with acid; in other cases methyl iodide was added to the reaction mixture and poly(methylthio)benzenes were obtained.It is suggested that the (isopropylthio)benzenes react with sodium to give the corresponding radical anions which fragment at the sulfur-alkyl bond to give the arenethiolates.

Reactions of Polychlorobenzenes with Alkanethiol Anions in HMPA. A Simple, High-Yield Synthesis of Poly(alkylthio)benzenes

Reactions of the isomeric trichlorobenzenes and tetrachlorobenzenes and of pentachloro- and hexachlorobenzene with an excess of the sodium salt of the isopropanethiol, in HMPA, afforded the products of complete displacement of all the chlorine atoms present in the molecule.Similar substitutions were also obtained with EtSNa.The reactions with MeSNa were in some cases complicated by the competitive nucleophilic attack at the methyl group of the initially formed aryl methyl thioethers which are thus demethylated to afford thiophenols.