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undergraduate thesis
Sinteza amidino-supstituiranih benzotiazola
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. urn:nbn:hr:149:603995
Ravlić, Anja
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

Ravlić, A. (2019). Sinteza amidino-supstituiranih benzotiazola (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:603995

Ravlić, Anja. "Sinteza amidino-supstituiranih benzotiazola." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. https://urn.nsk.hr/urn:nbn:hr:149:603995

Ravlić, Anja. "Sinteza amidino-supstituiranih benzotiazola." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. https://urn.nsk.hr/urn:nbn:hr:149:603995

Ravlić, A. (2019). 'Sinteza amidino-supstituiranih benzotiazola', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:603995

Ravlić A. Sinteza amidino-supstituiranih benzotiazola [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2019 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:603995

A. Ravlić, "Sinteza amidino-supstituiranih benzotiazola", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2019. Available at: https://urn.nsk.hr/urn:nbn:hr:149:603995

Metadata
TitleSinteza amidino-supstituiranih benzotiazola
Title (english)Synthesis of amidino-substituted benzothiazoles
AuthorAnja Ravlić
MentorSilvana Raić-Malić (mentor)
Committee memberSilvana Raić-Malić (predsjednik povjerenstva)
Committee memberSilvija Maračić (član povjerenstva)
Committee memberMirjana Novak Stankov (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2019-09-18, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
Tema završnog rada je sinteza novih amidino supstituiranih derivata benzotiazola 8-10 i 16. Za pripravu ciljnih spojeva korištene su klasične metode organske sinteze. Sinteza je provedena s dva različita početna spoja: 4-kloranilina i 4-aminobenzonitrila. Sinteza amidino derivata 8-10 provedena je u pet stupnjeva zatvaranja, otvaranja benzotiazola, nukleofilne supstitucije bromacetonitrila i Pinnerove reakcije kojom su dobiveni ciljni spojevi 2-(4-(5-klor-benzotiazol-2-il)fenoksi)acetimidamid 8 i 5-klor-2-(4-((4,5-dihidro-1H-imidazol-2-il)metoksi)fenil)benzotiazol 9, dok sinteza spoja 10 nije bila uspješna. Sinteza 6-amidino supstituiranog benzotiazola provedena je u 4 stupnja koja su uključivala reakcije supstitucije 4-aminobenzonitrila i kalijeva tiocijanata, konverziju tiocijanatne skupine u tiolnu skupinu, zatvaranja benzotiazolnog prstena i Pinnerovu reakciju kojom nije dobiven ciljni spoj 16. Tijek Pinnerovih reakcija kojima se cijano skupina prevodi u amidinsku praćen je IR spektroskopijom, a strukture svih novosintetiziranih spojeva potvrđene su 1H NMR i 13C NMR spektroskopijom.
Abstract (english)
The topic of this work was the synthesis of novel amidino-substituted benzothiazole derivatives 8-10 and 16. For the synthesis of target compounds classical methods of organic synthesis were used. The synthesis was carried out by two different starting compounds: 4-chloroaniline and 4-aminobenzonitrile. Synthesis of amidino derivatives 8-10 was performed in five synthetic steps, closing, opening of benzothiazole ring, nucleophilic substitution of bromacetonitrile and Pinner reaction which obtained the target compounds 2-(4-(5-chlorobenzothiazol-2-yl)phenoxy)acetimidamide 8 and 2-(4-((1H-imidazol-2-yl)methoxy) phenyl)-5-chlorobenzothiazole 9, while the synthesis of compound 10 was not successful. The synthesis of 6-amidino-substituted benzothiazole was carried out in four synthetic steps which involved substitution of 4-aminobenzonitrile and potassium thiocyanate, conversion of thiocyanate group into thiol group, closing of benzothiazole ring and Pinner reaction which did not afford target compound 16. The progress of Pinner reactions was monitored by IR spectroscopy, and the structures of all newly synthesized compounds were confirmed by 1H NMR and 13C NMR spectroscopy.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:603995
ProjectNumber: IP-2018-01-4682
Title: Novi spojevi temeljeni na bioizosterima purina za ispitivanje njihovih antitumorskih i antipatogenih djelovanja
Acronym: PurBioCaPa
Leader: Silvana Raić-Malić
Jurisdiction: Croatia
Funder: HRZZ
Funding stream: IP
Study programmeTitle: Applied Chemistry - Undergraduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry
Course: Advanced materials and technologies
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
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Created on2023-05-28 16:47:12