Study On N,N-Dialkylation Of Aromatic Amines

N-Alkyl aromatic amines and N,N-dialkyl aromatic amines play an important role in organic synthesis,dyes and medicine.N-alkylation of aromatic amines is an important reaction unit for the synthesis of fine chemicals and their intermediates.Therefore,the synthesis of N-alkyl aromatic amines by N-alkylation has high research value.N,N-toluidine between two hexyl is an important intermediate of dye disperse blue 354,based on the synthesis of N,N-toluidine between two hexyl,for example,selecting the best synthetic route and the optimal reaction conditions,with p-toluenesulfonyl chloride and hexyl alcohol as starting material to give alkyl p-toluenesulfonate,the best conditions for: p-toluenesulfonyl chloride was dissolved in pyridine in the ice water bath(0?),using a constant pressure drop funnel drip with hexanol,reaction after 6 h,reprocessing,get p-toluenesulfonate with yield of 80%.Then,N,N-dihexyl-m-toluidine was prepared from m-toluidine and hexyl p-toluenesulfonate.The optimal reaction conditions were as follows: at the temperature of 110?,the starting material ratio of p-toluenesulfonate to m-toluidine was 2.8:1,and the reaction refluxing rate was 94% in 25% sodium hydroxide solution for 8 h.The N,N-alkylation reactions of aromatic amines and alkyl p-toluenesulfonic acid esters were investigated by using the optimal synthesis route and reaction conditions.Compared with the traditional alkylation reagents with halogenated hydrocarbons and alcohols,this method has the advantages of simple operation,high yield and environmental friendliness.In the experiment,TLC was used for tracking detection to determine whether the target product was generated.HPLC was used to calculate the product content.The target products were tested by NMR and mass spectrometry,and their structures were correct.