Synthesis of 2-(2-Hydroxymethylphenylamino)acetyl Arylamides by Alkylation of 2-Aminobenzyl Alcohol

The alkylation of 2-aminobenzyl alcohol with 2-bromoacetyl arylamines was studied. The alkylation reaction dominantly gave N-alkylation product. The effects of solvent, the sort and the amount of bases,temperature, reaction time and the ratio of the reactants on the yield of the product were investigated and the target products(4a~4e) were obtained in yield of 68.9%~72.8% under optimum conditions. The results showed that the solvent impacted great influence on the yield. The reaction yield was raised from 36.1% in THF to 70.3%in the mixture solvent of v(DMF):v(THF)=1:2. The structures of 4a~4e were characterized by IR,1H NMR and13 C NMR spectra.