Abstract

The formation of amides from carboxylic acids and amines has been catalyzed efficiently with sodium hydrogen sulfate adsorbed on silica gel (NaHSO4.SiO2) at room temperature to give the products in high yields. The conversion carried out under reflux requires less reaction times and forms the products in higher yields. The reaction is highly selective as it has been found that either or both of the substrates should be aliphatic but it is failure when the acid as well as the amine is aromatic. The method has been utilized for the preparation of a natural phenethyl amide derivative and its analogues.

Highlights

  • Amides are useful intermediates in various reactions of carboxylic acids and amines in which it is desirable to protect these groups [1,2,3]

  • Amides can be hydrolyzed by acids or alkalis to generate the parent amines and carboxylic acids

  • The one-step conversion of carboxylic acids into amides can be effected with various reagents [7,8,9,10,11,12,13,14,15,16,17,18,19,20,21,22,23,24]

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Summary

Introduction

Amides are useful intermediates in various reactions of carboxylic acids and amines in which it is desirable to protect these groups [1,2,3]. The amides can be converted into esters, amines and nitriles [1] The former are generally prepared by the action of amines with acid chlorides, acid anhydrides or ester [1,2,3,4,5,6]. The one-step conversion of carboxylic acids into amides can be effected with various reagents [7,8,9,10,11,12,13,14,15,16,17,18,19,20,21,22,23,24] Many of these reagents are not available and expensive.

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