Acylation of aryl-substituted bis(aminomethyl)phosphinic acids

Abstract

Phosphorus-substituted carboxamides of various structure are widely used in organic synthesis and present certain interest as effective ligands and biologically active compounds [1]. In the present work we propose convenient methods for preparing a number of phosphorus-substituted amides of acetic and oleic [(Z)-octadec-9-enoic] acids on the basis of recently synthesized arylsubstituted bis(aminomethyl)phosphinic acids [2]. Phosphorus-substituted acetamides II were prepared in high yields by heating a mixture of amine I with excess acetic anhydride followed by treatment of the reaction mixture with water and recrystallization of the product aqueous ethanol.