Synthesis, Characterization, and Antioxidant Screening of Some New Azo Compounds Containing Pyrazole Moiety from Metoclopramide Drug

Abstract

     In this work, some new pyrazole derivatives were prepared through the reaction of the diazonium salt of metoclopramide with acetylacetone to give 5-chloro-N-(2-(diethylamino)ethyl)-4-((2,4-dioxopentan-3-yl) diazenyl)-2-methoxybenzamide (1) in 80% yield. Compound 1 was then reacted with some hydrazine derivatives to afford the corresponding pyrazole derivatives in 75-93% yields. Some new azo compounds (6-10) were also prepared in 77-95% yields by treatment of the diazonium salt of metoclopramide with some phenol and aniline derivatives. The prepared compounds were characterized using FT-IR and ¹H NMR spectroscopy. Some of these compounds were then tested to see how well they worked as antioxidants.