Synthesis of two novel isonicotinoylhydrazones

• Main Authors: Alea, Glenn V., Aguirre, Paolo Miguel G., Lustestica, Kaye Eunice L., Ajero, Michael Dominic M., Lagua, Faith Marie G.
• Format: text
• Published: Animo Repository 2010
• Subjects: Isoniazid—Synthesis; Mycobacterium tuberculosis; Chemistry
• Online Access: https://animorepository.dlsu.edu.ph/faculty_research/7782
• Institution: De La Salle University

Isonicotinoylhydrazone derivatives of methy 5-acetylsalicylate (2) and methyl 5-octanoylasalicylate (4) were synthesized and characterized. The synthesis involves the Friedel-Crafts acylation of methyl salicylate with acetyl chloride and octanoyl chloride using ZnCl2 as catalyst to generate the methyl 5-acetylsalicylate (1) and methyl 5-octanoylasalicylate (3) precursor compounds. These compounds were then attached to isoniazid via imine formation to produce the corresponding Isonicotinoylhydrazone derivatives (2) and (4), which were obtained as yellow crystals in 24.16% and in 35.60% yields respectively. Compound (2) has shown to have anti-fungal properties against Calbicans, T.mentagrophytes, and A.niger.