Study On The Synthesis Method Of Arylthiols

Arylthiols are the common industrial raw materials and pharmaceutical intermediates,which have a wide range of applications in organic chemistry,medicinal chemistry,materials chemistry and other fields.Due to sulfur-containing compounds have the unique physical and chemical properties,their synthetic methods become a research focus for chemistry science workers in recent years.Although the synthetic methods what were reported got good yields in published literatures,they were usually demanded rigorous reaction conditions,such as harmful organic solvent,expensive metal catalysts,a large amount of thiol reagents,multi-step reactions and high temperature.Furthermore,the substrate scope of synthetic methods was narrow which was also restricted in the development of industrialization.Therefore,the development research of efficient and environmental synthetic approaches of arylthiols is of great significance.In recent years,based on the rising of the concept of "green chemistry",chemical workers regard the exploration of green environmental protection and efficient synthetic methods as the research target.At present,the scientific workers have successfully developed several cases of one-step synthesis of arylthiols.On the basis of the research direction of this subject,this article was probed one-step synthesis method of arylthiols while the reaction conditions were optimized.The main contents are as follows:1.To explore the synthesis method of arylthiols with Na2S·9H2O as a thiol reagent.4-iodotoluene was used as the starting material in this paper,Na2S·9H2O as thiol reagent and copper powder as catalyst to develop a rapid and efficient one-step synthesis method of arylthiols.The reaction system was carried out in the presence of argon atmosphere with DMSO as solvent and 1,2-ethyl mercaptan as the ligand.Under the optimum reaction conditions,this method was suitable for a series of different substituent iodobenzene whether electron-donating group or electron-withdrawing group can obtain highly yields in a relatively short time.The structure of these compounds were verified by 1H NMR and 13 C NMR to determine their accuracy.Based on the experimental data,the possible reaction mechanism of synthetic arylthiols was deduced in this paper.2.To explore the sulfhydryl reaction of benzothiazole or benzoxazole compounds with alkane dithiol as a thiol reagent.This paper also developed a 1,3-propylene mercaptan as thiol source in the presence of without catalyst reaction system to synthesis sulfhydrylbenzothiazole or benzoxazole compounds.The reaction system used benzoxazole as thestarting material,KOH as base and DMSO as the solvent in argon atmosphere.Under the optimum reaction conditions,this method can be efficient for some different substituent benzene-heterocyclic compounds.The structure of compounds were characterized by 1H NMR and 13 C NMR to determine their accuracy.Based on the experimental data,the possible reaction mechanism of synthetic sulfhydryl-benzothiazole or benzoxazole compounds was deduced in this paper.