EVALUATION OF THE SYNTHESIS AND STRUCTURE OF NEW AZETIDIN-2-ONES OF FERULIC ACID
Abstract
Aim: To synthesize some new azetidin-2-ones of ferulic acid and to evaluate them from physicochemical and spectral point of view. Material and methods: The synthesis was carried out in several steps: (i) obtaining the ferulic acid chloride; (ii) obtaining the ferulic acid hydrazide with hydrazine hydrate (98%); (iii) condensation of ferulic acid hydrazide with different benzaldehydes (2-hydroxy-/2-nitro-/4-chloro-/4-fluoro-/4-bromo-benzaldehyde) in order to obtain the corresponding hydrazones; (iv) cyclization of ferulic acid hydrazones with chloroacethyl chloride in freshly distilled toluene medium and in the presence of triethylamine, resulting in the corresponding azetidin-2-ones. Results: Six new azetidin-2-ones of ferulic acid were synthesized. They were characterized in terms of their physicochemical properties and their structure was confirmed by IR and 1H-NMR spectroscopy. Conclusions: Six new azetidin-2-ones of ferulic acid were synthesized, physicochemically characterized and validated spectrally.
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