prikaz prve stranice dokumenta Sinteza i biološka aktivnost N-supstituiranih benzoksazola
Embargo period 2026-10-01
undergraduate thesis
Sinteza i biološka aktivnost N-supstituiranih benzoksazola
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2024. urn:nbn:hr:149:708514
Milanović Litre, Dominik
University of Zagreb
Faculty of Chemical Engineering and Technology

Institutional repository: Repository of Faculty of Chemical Engineering and Technology University of Zagreb

Cite this document

Milanović Litre, D. (2024). Sinteza i biološka aktivnost N-supstituiranih benzoksazola (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:708514

Milanović Litre, Dominik. "Sinteza i biološka aktivnost N-supstituiranih benzoksazola." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2024. https://urn.nsk.hr/urn:nbn:hr:149:708514

Milanović Litre, Dominik. "Sinteza i biološka aktivnost N-supstituiranih benzoksazola." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2024. https://urn.nsk.hr/urn:nbn:hr:149:708514

Milanović Litre, D. (2024). 'Sinteza i biološka aktivnost N-supstituiranih benzoksazola', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:708514

Milanović Litre D. Sinteza i biološka aktivnost N-supstituiranih benzoksazola [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2024 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:708514

D. Milanović Litre, "Sinteza i biološka aktivnost N-supstituiranih benzoksazola", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2024. Available at: https://urn.nsk.hr/urn:nbn:hr:149:708514

Metadata
TitleSinteza i biološka aktivnost N-supstituiranih benzoksazola
Title (english)Synthesis and biological activity of N-substituted benzoxazole
AuthorDominik Milanović Litre
MentorTatjana Gazivoda Kraljević (mentor)
Committee memberTatjana Gazivoda Kraljević (predsjednik povjerenstva)
Committee memberDragana Mutavdžić Pavlović (član povjerenstva)
Committee memberIvana Sokol (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2024-09-11, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
U ovom radu opisana je sinteza novih derivata 2-benzoksazolinona u svrhu ispitivanja njihove biološke aktivnosti. Reakcijom nukleofilne supstitucije 5-supstituiranih 2-aminofenola i 1,1`-karbonildiimidazolom u tetrahidrofuranu pripravljeni su 5-supstituirani benzo[d]oksazol-2-oni (1a–c). 5-supstituirani N-propargilbenzo[d]oksazol-2-oni (2a–c) priređeni su reakcijom propargiliranja 5-supstituiranih benzo[d]oksazol-2-ona (1a–c) s propargil-bromidom u acetonu uz prisustvo kalijeva karbonata kao baze. Različito supstituirani 1-azidobenzeni (3a–e) potrebni za klik reakciju sintetizirani su reakcijom odgovarajućih supstituiranih anilina s natrijevim azidom u vodenoj otopini natrijeva nitrita. Huisgenovom 1,3-dipolarnom cikloadicijom kataliziranom bakrom N-propargiliranih benzoksazolona (2a–c) i odgovarajućih azidobenzena (3a–e) dobiveni su ciljani derivati benzoksazolinona supstituirani 1,2,3-triazolnim prstenom (4a–8c). Strukture sintetiziranih spojeva potvrđene su spektroskopijom 1H- i 13C-NMR.
Abstract (english)
This paper describes the synthesis of new 2-benzoxazolinone derivatives with the aim of evaluating their biological activity. 5-substituted benzo[d]oxazol-2-ones (1a–c) were obtained by nucleophylic reaction of 5-substituted 2-aminophenols with 1,1`-carbonyldiimidazole in the tetrahydrofuran. 5-substituted N-propargylbenzo[d]oxazol-2-ones (2a–c) were prepared by the propargylation reaction of 5-substituted benzo[d]oxazol-2-ones (1a–c) with propargyl bromide in the acetone and in the presence of potassium carbonate as a base. Differently substituted 1-azidobenzenes (3a–e) were synthesized using corresponding substituted anilines with sodium azide in an aqueous solution of sodium nitrite. Finally, targeted benzoxazolinone derivatives substituted with 1,2,3-triazole ring (4a–8c) were prepared by copper catalyzed Huisgen's 1,3-dipolar cycloaddition reaction of N-propargylated benzoxazolones (2a–c) and corresponding azidobenzenes (3a–e). The structures of the synthesized compounds were confirmed by 1H- and 13C-NMR spectroscopy.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:708514
ProjectNumber: IP-2022-10-9420
Title: Novi N‐heterocikli i njihovi kompleksi s antitumorskim i antitripanosomskim djelovanjem
Title: Novel N-heterocycles and their metal complexes with anticancer and antitrypanosomal activity
Acronym: NHet&MetCom Project
Leader: Silvana Raić-Malić
Jurisdiction: Croatia
Funder: Hrvatska zaklada za znanost
Funding stream: Research Projects
Study programmeTitle: Applied Chemistry - Undergraduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry
Course: Applied organic chemistry
Study programme type: university
Study level: undergraduate
Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije)
Type of resourceText
File originBorn digital
Access conditionsEmbargoed access
Embargo expiration date: 2026-10-01
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Created on2024-11-14 10:58:49