Synthesis Of Aniline Derivatives From Benzamides

Aniline compounds are ubiquitous among drug intermediate, function materials,and farmland drugs. Chemists have always been looking for a new and effectivesynthetic way. Great progress has been made in the study of the production ofcorresponding aniline compounds from aromatic compound through coupled reactionunder the catalysis of transition metal. However, both the reaction substrates and theuse of catalyst are lack of economic effect. Until recent decades, the happening ofaerobic catalytic reaction through the non aromatic compounds has further improvedthis kind of reaction. But most of those reports still employ noble metal likepalladium(Pa) and ruthenium(Ru) as catalysts. Researches in recent years have foundout that copper and non-metallic catalysts can also be used for the production ofcorresponding aniline compounds through catalytic reaction. Compared with theconventional noble metal catalysts, this kind of reaction has not only the advantage ofless toxic and side effect, but also a lower cost.Based on the collection and research of a large number of bibliographies, thepresent paper focused on two kinds of synthetic reaction of aniline compounds: one isthe rearrangement addition reaction of amide compounds under the effect ofIodosobenzene Diacetate, another is the aerobic aromatization reaction ofcyclohexenone. By adjustment of the ratio of the reactions, the reaction time, and thereaction temperature, the synthetic reactions of aniline compounds are accomplished.In the study, by contrast experiments, we have managed to figure out two moreoptimized reaction conditions:1equivalent of amide compound and2equivalent of cyclohexenone, with theparticipation of2equivalent of copper chloride reagent, with2equivalent of potassiumiodide as stabilizer and toluene as solvent, after18hours of reaction under100℃, canlead to a good yield(68%-70%).With the participation of2equivalent of iodine benzene acetic acid reagent, with1,2-dichloroethane as solvent, after18hours of reaction under100℃, can lead to agood yield(50%-60%).In the end, combining the bibliographic retrieval and the research of reactionphenomena, we further discussed the reaction mechanism. Thus far, we have preliminary accomplished the research work of the two kinds of synthetic reaction foraniline compounds.