Browsing by Author "Quiroga Campo, Michael Daniel"
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Item Síntesis de hidrazonas derivadas de la vainillina como posibles agentes antimicrobianos(Universidad Santiago de Cali, 2025) Quiroga Campo, Michael Daniel; Illicachi Romero, Luis Alberto (Director)The compounds (E)-4-((2-(4-chlorophenyl)hydrazineylidene)methyl)-2-methoxyphenol (DQ1), (E)-4- ((2-(4-bromophenyl)hydrazineylidene)methyl)-2-methoxyphenol (DQ-2), and (E)-2- methoxy-4-((2-(4- (trifluoromethyl)phenyl)hydrazineylidene)methyl)phenol (DQ-3) were synthesized via condensation reaction using ultrasound. The reaction was carried out over a period of 20 to 40 minutes at a controlled temperature of 30 °C, employing 4-hydroxy-3- methoxybenzaldehyde as the carbonyl component with a mixture of ethanol:water (2:1) in the presence of various aromatic hydrazine derivatives. This method enabled the formation of the corresponding hydrazones (DQ-1, 2,3), which were intended to undergo a subsequent alkylation reaction with 2-chloro-N,N-dimethylethylamine hydrochloride in N,Ndimethylformamide (DMF) as the reaction medium. The objective was to obtain functionalized derivatives, specifically (E)-2-(4-((2-(4-chlorophenyl)hydrazineylidene)methyl)-2- methoxyphenoxy)- N,N-dimethylethan-1-amine (DQ-4), (E)-2-(4-((2-(4- bromophenyl)hydrazineylidene)methyl)-2- methoxyphenoxy)-N,N-dimethylethan-1-amine (DQ-5), and (E)-2-(2-methoxy-4-((2-(4 (trifluoromethyl)phenyl)hydrazineylidene)methyl)phenoxy)-N,N-dimethylethan-1-amine (DQ6). However, analysis of the reaction products revealed that the expected alkylated compounds were not successfully obtained, that suggests the alkylation reaction may have followed an alternative pathway or did not proceed efficiently, possibly due to various chemical or experimental factors. In particular, the acidic environment generated by the hydrochloride form of the alkylating agent may have promoted the formation of undesirable by-products, owing to the susceptibility of the compounds to suffer side reactions under protonated conditions.