Síntese e caracterização de 2-(3-aril-1,2,4-oxadiazol-5-il)-(1E,3E)-penta-1,3-dien-1-ila

Abstract

1,2,4-oxadiazoles are heterocyclic compounds containing two nitrogen atoms, one oxygen atom and two double bonds in their structure and due to their low aromaticity they are called a conjugated system. Due to its notable importance of its biological properties such as: anti-inflammatory, anti-asthmatic, anti-cancer, anti-tumor, among others. In this work, the synthesis and characterization of 1,2,4-oxadiazoles from amidoximes and ethyl sorbate are described. The approach adopted was qualitative and experimental. Characterization was carried out by infrared spectroscopy and ¹H and ¹³C nuclear magnetic resonance. The results revealed that the arylamidoximes obtained by the stirring method for 24 hours showed good yields, ranging from 75% to 90%. Ethyl sorbate prepared by Fischer esterification showed a yield of 82%. However, the 1,2,4-oxadiazoles obtained by the superbase method showed yields between 45% and 50%, due to the formation of byproducts with similar polarity to the compound of interest.