| Title |
Synthesis of new 3-(2-oxobenzodoxazol-3(2H)-yl)propanoic acid derivatives / |
| Authors |
Grybaitė, Birutė ; Sapijanskaitė-Banevič, Birutė ; Vaickelionienė, Rita ; Anusevičius, Kazimieras ; Mickevičius, Vytautas |
| DOI |
10.15388/Proceedings.2024.46 |
| ISBN |
9786090710517 |
| Full Text |
|
| Is Part of |
Open readings 2024: the 67th international conference for students of physics and natural sciences: book of abstracts / editors: M. Keršys, R. Naina, V. Adomaitis, E. Maskvytis.. Vilnius : Vilnius University Press, 2024. p. 238.. ISBN 9786090710517 |
| Abstract [eng] |
The novel research and many scientific publications demonstrate the 2-oxobenzo[d]oxazole fragment to be versatile for drug discovery. Nowadays a large number of pharmaceutics are developed for medicinal use but the increasing resistance of pathogens to available pharmaceuticals has created an essential demand for new efficient classes of antimicrobial agents. A unique small-ring heterocycle – oxazole containing nitrogen and oxygen atoms, play an important role in medicinal chemistry and is widely used in the development of bioactive compounds, drugs, as well as industrial products [1, 2]. Pharmaceuticals based on oxazole and its derivatives are used in medical practice for the treatment of hypertension, Alzheimer's disease, diabetes, schizophrenia, allergies and act as anti-cancer, antimicrobial, antifungal agents [3]. In this study, the prepared compound 1 was used as a precursor for the preparation of hydrazide 3 by the hydrozonolysis reaction by combining methyl 3-(2-oxobenzo[d]oxazol-3(2H)-yl)propanoate 2 with the hydrazine monohydrate (Scheme 1). 3-(2-(1H-benzo[d]imidazol-2-yl)ethyl)benzo[d]oxazol-2(3H)-one 4 was synthesized in the Phillips reaction by reacting compound 1 with 1,2-phenylenediamine in a mixture of hydrochloric acid and water (1:2). Acid 1 was esterified with methanol at reflux for 2 hours in the presence of a catalytic amount of sulfuric acid in the reaction mixture. The obtained methyl ester 2 was transformed into hydrazide 3 using hydrazine monohydrate in 2-propanol. Condensation of compound 3 with aromatic or heterocyclic aldehydes in propan-2-ol and using a catalytic amount of glacial acetic acid led to the formation of N’-benzylidene hydrazides 5−9. The structures of the obtained compounds were confirmed by the data of the 1H, 13C NMR and FT-IR spectroscopy and elemental analysis. [...]. |
| Published |
Vilnius : Vilnius University Press, 2024 |
| Type |
Conference paper |
| Language |
English |
| Publication date |
2024 |
| CC license |
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