Synthesis and reactivity of N??[α??acetoxy)??4??pyridylmethyl]??3, 5??dimethylbenzamide

MF Braña, MLLÓP Rodriquez

Index: Brana, Miguel F.; Rodriquez, Maria L. Lopez Journal of Heterocyclic Chemistry, 1981 , vol. 18, p. 869 - 871

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Citation Number: 5

Abstract

Since the acetoxy is a good leaving group, 4 gives SN processes easily. ... In our previous paper (l), we reported that the reaction of N{4pyridylmethyl)-3,5-dimethylbenzamide N-oxide (1) (2) with acetic anhydride at 140' yielded dimerization compounds (2 and 3). However, the treatment of 1 with acetic anhydride at 100' gave N-[(a-acetoxy)-4-pyridyl- methyl]-3,5-dimethylbenzamide (4). The infrared (ir) spec- trum of 4 showed absorption bands for amide and ester