Síntesis de triazol con derivados de éteres propargilicos: Propargil salicilil éter.

Abstract

The synthesis of triazoles requires methods for their formation from propargyl ethers. Its non-selectivity becomes evident when reviewing other methodologies that are more efficient in the conformation of triazoles. Such is the case of Gutiérrez's research (Gutiérrez Gutiérrez, 2019), who reports yields corresponding to the synthesis of propargyl ethers with diazonium salts. The application, or use, of microwaves allows us to deepen their application as a tool in the synthesis of interest. Based on these approaches, this research seeks to evaluate the amount of reagents, use of solvents and temperature in obtaining propargyl ethers. Important to determine yields and selectivity.

The work is based on the Williamson methodology (Fuhrmann, 2005), for the elaboration of the propargyl ether, together with the Huisgen 1,3 dipolar cycloaddition (Huisgen, 1963) necessary to form the triazole. FTIR and thin layer chromatography are used to monitor the reactions, along with elemental analysis to corroborate the compounds obtained. The disappearance of salicylaldehyde and propargyl bromide and the apparent formation of the propargyl ether and later the formation of the 1,2,3 triazole as a functional group within the final substance are evident. It was determined that the optimum temperature, for the formation of the ether, is 75 °C while its melting point is 65.1 °C with a yield of 58%. In the synthesis of triazole yields of 61% were obtained.