Luis S. Zamudio Rivera, Lourdes Carrillo, Teresa Mancilla
Feb 1, 2000
Citations
0
Influential Citations
2
Citations
Journal
Organic Preparations and Procedures International
Abstract
A variety of hydroxyacetamides were synthesized at the end of the 1950s as potential anticonvulsant agents. , N-Benzyl hydroxyacetamide has been used in the preparation of photographic elements,? and of heterocyclic compounds;3-6 it also has been found as a metabolite of 2-acetyl-3phenyltetrahydro1,2,4-0xadiazin-5-one in rats' and N-benzhydryl haloacetamides have been used as protective groups in peptide syntheses.8 Hydroxyacetamides have been prepared by a) ammonolysis of the ethyl esters of the a-hydroxy acids, b) dehydration of the corresponding amine salts and c) reaction of amines with lactides or polyglycolides.i Our current interest in hydroxyacetamides prompted us to study the reaction of glycolic acid 1 with amines 2 and this article describes the synthesis of Nalkyl hydroxyacetamides 3a-h which were characterized by spectroscopic methods.'