Póster
Novel green and more efficient reaction for the synthesis of aromatic hydrazides
Fecha
2022Registro en:
Galeazzi, L, Torres, J y Brovetto, M. Novel green and more efficient reaction for the synthesis of aromatic hydrazides. 18th BMOS. Brazilian Meeting on Organic Synthesis. Tiradentes. 17-21 de octubre, 2022.1 p.
Autor
Galeazzi, L.
Torres, J.
Brovetto, M.
Institución
Resumen
Development of new lanthanide-based sensors depends on the rational design of ligands containing multiple
coordination sites and planar π-delocalized systems for light reception.[1] In this work we present a novel,
one-step reaction for the synthesis of aromatic hydrazides, precursors in the synthesis of the final organic
ligands designed for the coordination with the lanthanide ions. The synthetic strategy implicates the reaction
between a naphtoic carboxylic acid (among others) and hydrazine monohydrate, using 1,1'-
carbonyldiimidazole (CDI) as coupling agent and THF as solvent.[2] We also add 4-dimethylaminopyridine
(DMAP) and N,N’-diisopropylethylamine (DIPEA) as bases (Figure 1). The reaction is completed at room
temperature overnight. This is a non-reported alternative to the classical two-step approach, which includes
the preparation of the desired hydrazide from its corresponding carboxylic acid; which is first esterificated
and subsequently treated with hydrazine monohydrate, taking up to 24 hours of reflux conditions for each
reaction.[3]