prikaz prve stranice dokumenta Sinteza i strukturna karakterizacija novih aril-supstituiranih derivata imidazo[4,5-b]piridina
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master's thesis
Sinteza i strukturna karakterizacija novih aril-supstituiranih derivata imidazo[4,5-b]piridina
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2022. urn:nbn:hr:149:759909
Dragić, Mirna
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

Dragić, M. (2022). Sinteza i strukturna karakterizacija novih aril-supstituiranih derivata imidazo[4,5-b]piridina (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:759909

Dragić, Mirna. "Sinteza i strukturna karakterizacija novih aril-supstituiranih derivata imidazo[4,5-b]piridina." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2022. https://urn.nsk.hr/urn:nbn:hr:149:759909

Dragić, Mirna. "Sinteza i strukturna karakterizacija novih aril-supstituiranih derivata imidazo[4,5-b]piridina." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2022. https://urn.nsk.hr/urn:nbn:hr:149:759909

Dragić, M. (2022). 'Sinteza i strukturna karakterizacija novih aril-supstituiranih derivata imidazo[4,5-b]piridina', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:759909

Dragić M. Sinteza i strukturna karakterizacija novih aril-supstituiranih derivata imidazo[4,5-b]piridina [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2022 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:759909

M. Dragić, "Sinteza i strukturna karakterizacija novih aril-supstituiranih derivata imidazo[4,5-b]piridina", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2022. Available at: https://urn.nsk.hr/urn:nbn:hr:149:759909

Metadata
TitleSinteza i strukturna karakterizacija novih aril-supstituiranih derivata imidazo[4,5-b]piridina
Title (english)Synthesis and structural characterization of novel aryl-substituted imidazo[4,5-b]pyridine derivatives
AuthorMirna Dragić
MentorMarijana Hranjec (mentor)
Committee memberMarijana Hranjec (predsjednik povjerenstva)
Committee memberDragana Vuk (član povjerenstva)
Committee memberLidija Furač (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2022-09-28, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
U ovom radu opisana je sinteza i strukturna karakterizacija novih arilnih derivata imidazo[4,5-b]piridina. Sinteza ciljanih spojeva provedena je iz odgovarajućih imidazo[4,5-b]piridina Suzuki-Miyaura reakcijama križnog povezivanja, klasičnim zagrijavanjem i zagrijavanjem potpomognutim mikrovalnim zračenjem. Reakcije su optimirane u sustavima otapala korištenjem različitih baza i katalizatora. Prekursor za Suzuki-Miyaura reakciju, spoj 3, priređen je ciklokondenzacijom iz 5-brom-2,3-diaminopiridina i benzaldehida. Iz prekursora 3 i arilnih bornih kiselina, priređeni su spojevi 4-8. Također, provedena je i reakcija zaštite NH skupine u svrhu uspješnije Suzuki-Miyaura reakcije. Iz 4-(2-fenil-3H-imidazo[4,5-b]piridin-6-il)benzonitrila 5, Pinnerovom reakcijom priređen je i amidino supstituirani spoj 6-(4-(4,5-dihidro-1H-imidazol-2-il)fenil)-2-fenil-3H-imidazo[4,5-b]piridin 9. Tijek Pinnerove reakcije praćen je IR spektroskopijom. Strukture svih novosintetiziranih spojeva potvrđene su 1H i 13C NMR spektroskopijom, a nekim je spojevima struktura dodatno okarakterizirana i masenom spektrometrijom.
Abstract (english)
Within this work, the synthesis and structural charachterization of novel aryl-substituted imidazo[4,5-b]pyridne derivates was presented. The synthesis of the target compounds was carried out from the corresponding imidazo[4,5-b]pyridines by Suzuki-Miyaura cross-coupling reactions by classical heating and microwave-assisted heating. Reactions were optimized in solvent systems using different bases and catalysts. Precursor for Suzuki-Miyaura reaction, compound 3, was prepared by cyclocondensation of 5-bromo-2,3-diaminopyridine and benzaldehyde. Compounds 4-8 were prepared from precursor 3 and aryl boronic acids. Also, the protection reaction of the NH group was carried out for the purpose of a more successful Suzuki-Miyaura reactions. The amidino substituted compound 6-(4-(4,5-dihydro-1H-imidazol-2-yl)phenyl)-2-phenyl-3H-imidazo[4,5-b]pyridine 9, was prepared by the Pinner reaction from 4-(2-phenyl-3H-imidazo[4,5-b]pyridin-6-yl)benzonitrile 5. The Pinner reaction was monitored by IR spectroscopy. The structures of all newly synthesized compounds were confirmed by 1H and 13C NMR spectroscopy, while the structure of some compounds was additionally characterized by mass spectrometry.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:759909
ProjectNumber: IP-2018-01-4379
Title: Istraživanje antioksidativnog djelovanja benzazolskog skeleta u dizajnu novih antitumorskih agensa
Acronym: AntioxPot
Leader: Marijana Hranjec
Jurisdiction: Croatia
Funder: HRZZ
Funding stream: IP
Study programmeTitle: Materials Science and Engineering - Graduate study
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra inženjer/inženjerka kemijskog inženjerstva (magistar/magistra inženjer/inženjerka kemijskog inženjerstva)
Type of resourceText
File originBorn digital
Access conditionsAccess restricted to students and staff of home institution
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Created on2023-03-28 09:22:16