prikaz prve stranice dokumenta Sinteza, optimiranje reakcijskih uvjeta i strukturna karakterizacija novih akrilonitrilnih derivata benzoksazola priređenih metodama zelene kemije
Embargo period 2025-07-01
master's thesis
Sinteza, optimiranje reakcijskih uvjeta i strukturna karakterizacija novih akrilonitrilnih derivata benzoksazola priređenih metodama zelene kemije
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2024. urn:nbn:hr:149:496104
Rohtek, Tamara
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

Rohtek, T. (2024). Sinteza, optimiranje reakcijskih uvjeta i strukturna karakterizacija novih akrilonitrilnih derivata benzoksazola priređenih metodama zelene kemije (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:496104

Rohtek, Tamara. "Sinteza, optimiranje reakcijskih uvjeta i strukturna karakterizacija novih akrilonitrilnih derivata benzoksazola priređenih metodama zelene kemije." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2024. https://urn.nsk.hr/urn:nbn:hr:149:496104

Rohtek, Tamara. "Sinteza, optimiranje reakcijskih uvjeta i strukturna karakterizacija novih akrilonitrilnih derivata benzoksazola priređenih metodama zelene kemije." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2024. https://urn.nsk.hr/urn:nbn:hr:149:496104

Rohtek, T. (2024). 'Sinteza, optimiranje reakcijskih uvjeta i strukturna karakterizacija novih akrilonitrilnih derivata benzoksazola priređenih metodama zelene kemije', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 04 November 2024, https://urn.nsk.hr/urn:nbn:hr:149:496104

Rohtek T. Sinteza, optimiranje reakcijskih uvjeta i strukturna karakterizacija novih akrilonitrilnih derivata benzoksazola priređenih metodama zelene kemije [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2024 [cited 2024 November 04] Available at: https://urn.nsk.hr/urn:nbn:hr:149:496104

T. Rohtek, "Sinteza, optimiranje reakcijskih uvjeta i strukturna karakterizacija novih akrilonitrilnih derivata benzoksazola priređenih metodama zelene kemije", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2024. Available at: https://urn.nsk.hr/urn:nbn:hr:149:496104

Metadata
TitleSinteza, optimiranje reakcijskih uvjeta i strukturna karakterizacija novih akrilonitrilnih derivata benzoksazola priređenih metodama zelene kemije
Title (english)Synthesis, optimization of reaction conditions and structural characterization of novel acrylonitrile derived benzoxazoles prepared by green chemistry methods
AuthorTamara Rohtek
MentorMarijana Hranjec (mentor)
Committee memberMarijana Hranjec (predsjednik povjerenstva)
Committee memberDragana Vuk (član povjerenstva)
Committee memberVesna Ocelić Bulatović (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2024-07-11, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
Derivati 2-cijanometilbenzoksazola i akrilonitrilni derivati benzoksazola važna su skupina heterocikličkih spojeva koji pokazuju široki spektar biološkog djelovanja. U ovom radu opisana je sinteza i strukturna karakterizacija 2-cijanometilnih i akrilonitrilnih derivata benzoksazola. Ciljani spojeva priređeni su klasičnim reakcijama organske sinteze i sinteze potpomognute mikrovalnim zračenjem. U prvom koraku sinteze, nukleofilnim napadom malononitrila 1 priređen je etil-2-cijanoacetamidat-hidroklorid 2. Konvencionalnim i zelenim metodama ciklizacije iz spoja 2 i odgovarajućih različito supstituiranih aminofenola 3, 6 i 8 priređeni su glavni prekursori, 2-cijanometilbenzoksazoli 4, 7 i 9. Reakcijom Knoevenagelove kondenzacije iz glavnih prekursora 4, 7 i 9 te odgovarajućih aromatskih aldehida 10-15 i 34-41 priređeni su akrilonitrilni derivati benzoksazola 16-27, 42, 43 i 46-49. Akrilonitrilni derivati benzoksazola 28-30, 44 i 45 nisu uspješno priređeni korištenom metodom te je metodu potrebno dodatno optimirati. Spojevi 31-33 dobiveni su kao smjese E- i Z-izomera. Strukture novopriređenih spojeva potvrđene su 1H i 13C NMR spektroskopijom, kao i MS spektrometrijom.
Abstract (english)
2-cyanomethylbenzoxazole derivatives and acrylonitrile derived benzoxazoles are an important group of heterocyclic compounds since they exhibit a broad spectrum of biological activities. This work describes the synthesis and structural characterization of 2-cyanomethyl and novel acrylonitrile derived benzoxazoles. The target compounds were prepared by using the standard reactions of organic synthesis and microwave-assisted synthesis. In the first step of the synthesis, ethyl-2-cyanoacetamidate hydrochloride 2 was prepared by nucleophilic reaction of malononitrile 1. The main precursors, 2-cyanomethylbenzoxazoles 4, 7 i 9 were prepared conventional and green synthetic methods, from compounds 3, 6 and 8 in the reaction cyclization with compounds 2. Acrylonitrile derived benzoxazoles 16-27, 42, 43 and 46-49 were prepared in the Knoevenagel condensation from the main precursors 4, 7 and 9 and the corresponding aromatic aldehydes 10-15 and 34-41. Acrylonitriles 28-30, 44 and 45 were not successfully prepared and the method should be further optimized. Compound 31-33 were found to exist as a mixture of E- and Z-isomers. The structures of the newly prepared compounds were confirmed by 1H and 13C NMR spectroscopy as well as by MS spectrometry.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:496104
Study programmeTitle: Materials Science and Engineering - Graduate study
Study programme type: university
Study level: graduate
Academic / professional title: sveučilišni/a magistar/magistra inženjer/inženjerka kemijskog inženjerstva (sveučilišni/a magistar/magistra inženjer/inženjerka kemijskog inženjerstva)
Type of resourceText
File originBorn digital
Access conditionsEmbargoed access
Embargo expiration date: 2025-07-01
Terms of useLicence In copyright icon
Created on2024-07-15 13:04:15