EVALUATION OF THE SYNTHESIS AND STRUCTURE OF NEW AZETIDIN-2-ONES OF FERULIC ACID

• Published in: Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi Vol. 120; no. 2; p. 434
• Main Authors: Stan, Cătălina Daniela, Drăgan, Maria, Pânzariu, Andreea, Profire, Lenuţa
• Format: Journal Article
• Language: English
• Published: Romania 01.04.2016
• Subjects: Antioxidants - chemical synthesis; Azetidines - chemical synthesis; Benzaldehydes - chemistry; Carcinogens - chemistry; Chlorides - chemistry; Coumaric Acids - chemistry; Ethylamines - chemistry; Hydrazines - chemistry; Hydrazones - chemistry; Indicators and Reagents - chemistry; Solvents - chemistry; Spectrophotometry, Infrared - methods; Spectroscopy, Fourier Transform Infrared - methods; Toluene - chemistry
• ISSN: 0048-7848

To synthesize some new azetidin-2-ones of ferulic acid and to evaluate them from physicochemical and spectral point of view. 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) cy- clization 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. 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. Six new azetidin-2-ones of ferulic acid were synthesized, physicochemically characterized and validated spectrally. A