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master's thesis
Priprava i karakterizacija N-[2-kloro-6-metilfenil]-2-[[6-[4-(2-hidroksietil)-1-piperazinil]-2-metil-4-pirimidinil]amino]-5-tiazolkarboksiamid N-oksida
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2017. urn:nbn:hr:149:772056
Šola, Dženita
University of Zagreb
Faculty of Chemical Engineering and Technology

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

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Šola, Dž. (2017). Priprava i karakterizacija N-[2-kloro-6-metilfenil]-2-[[6-[4-(2-hidroksietil)-1-piperazinil]-2-metil-4-pirimidinil]amino]-5-tiazolkarboksiamid N-oksida (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:772056

Šola, Dženita. "Priprava i karakterizacija N-[2-kloro-6-metilfenil]-2-[[6-[4-(2-hidroksietil)-1-piperazinil]-2-metil-4-pirimidinil]amino]-5-tiazolkarboksiamid N-oksida." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2017. https://urn.nsk.hr/urn:nbn:hr:149:772056

Šola, Dženita. "Priprava i karakterizacija N-[2-kloro-6-metilfenil]-2-[[6-[4-(2-hidroksietil)-1-piperazinil]-2-metil-4-pirimidinil]amino]-5-tiazolkarboksiamid N-oksida." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2017. https://urn.nsk.hr/urn:nbn:hr:149:772056

Šola, Dž. (2017). 'Priprava i karakterizacija N-[2-kloro-6-metilfenil]-2-[[6-[4-(2-hidroksietil)-1-piperazinil]-2-metil-4-pirimidinil]amino]-5-tiazolkarboksiamid N-oksida', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 26 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:772056

Šola Dž. Priprava i karakterizacija N-[2-kloro-6-metilfenil]-2-[[6-[4-(2-hidroksietil)-1-piperazinil]-2-metil-4-pirimidinil]amino]-5-tiazolkarboksiamid N-oksida [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2017 [cited 2024 December 26] Available at: https://urn.nsk.hr/urn:nbn:hr:149:772056

Dž. Šola, "Priprava i karakterizacija N-[2-kloro-6-metilfenil]-2-[[6-[4-(2-hidroksietil)-1-piperazinil]-2-metil-4-pirimidinil]amino]-5-tiazolkarboksiamid N-oksida", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2017. Available at: https://urn.nsk.hr/urn:nbn:hr:149:772056

Metadata
TitlePriprava i karakterizacija N-[2-kloro-6-metilfenil]-2-[[6-[4-(2-hidroksietil)-1-piperazinil]-2-metil-4-pirimidinil]amino]-5-tiazolkarboksiamid N-oksida
Title (english)Preparation and characterisation of N-[2-chloro-6-methylphenyl]-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide N-oxide
AuthorDženita Šola
MentorVesna Tomašić (mentor)
Committee memberVesna Tomašić (predsjednik povjerenstva)
Committee memberVanja Kosar (član povjerenstva)
Committee memberMirela Leskovac (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2017-07-04, Croatia
Scientific / art field,
discipline and subdiscipline		TECHNICAL SCIENCES
Chemical Engineering
Reaction Engineering
Abstract
U ovom radu provedena je sinteza N-[2-kloro-6-metilfenil]-2-[[6-[4-(2-hidroksietil)-1-piperazinil]-2-metil-4-pirimidinil]amino]-5-tiazolkarboksiamid N-oksida oksidacijom N-[2-kloro-6-metilfenil]-2-[[6-[4-(2-hidroksietil)-1-piperazinil]-2-metil-4-pirimidinil]amino]-5-tiazolkarboksiamida vodikovim peroksidom u ledenoj octenoj kiselini, N-metil pirolidonu te u smjesi otapala, tj. N-metil pirolidonu i metanolu. Cilj rada bio je postizanje visoke kromatografske čistoće dobivenog spoja (<99%), te je pritom ispitan utjecaj različitih parametara sinteze na dobivene rezultate. Utvrđeno je da koncentracija vodikovog peroksida utječe na brzinu nastajanja N-oksida. Reakcija je praćena tekućinskom kromatografijom visokog učinka. U završnom dijelu istraživanja sirovi kristali N-[2-kloro-6-metilfenil]-2-[[6-[4-(2-hidroksietil)-1-piperazinil]-2-metil-4-pirimidinil]amino]-5-tiazolkarboksiamid N-oksida suspendirani su u metanolu s ciljem smanjenja koncentracije primarnog otapala. Rezultati kinetičke analize dobiveni u kotlastom reaktoru primjenom integralne metode pokazali su dobro slaganje između eksperimentalnih rezultata i pretpostavljenog jednostavnog kinetičkog modela za reakciju prvog reda. Procijenjene su vrijednosti kinetičkih parametara predloženog modela i pripadajuće vrijednosti korijena srednjeg kvadratnog odstupanja te je izvedena ocjena prihvatljivosti predloženog modela. Kvalitativne i kvantitativne analize uzoraka provedene su primjenom tekućinske kromatografije visokog učinka, volumetrijskom Karl Fischerovom titracijom te plinskom kromatografijom. Zadnji uzorak analiziran je i primjenom nuklearne magnetske rezonancije. Analizom je identificiran N-[2-kloro-6-metilfenil]-2-[[6-[4-(2-hidroksietil)-1-piperazinil]-2-metil-4-pirimidinil]amino]-5-tiazolkarboksiamid N-oksida kromatografske čistoće 99,89% i potvrđena je njegova struktura.
Abstract (english)
The subject of this work is a synthesis of N-[2-chloro-6-methylphenyl]-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide N-oxide by oxidation of N-[2-chloro-6-methylphenyl]-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide with hydrogen peroxide in glacial acetic acid, N-methyl pyrrolidone and mixture of solvents, i.e. N-methyl pyrrolidone and methanol. The aim of the paper was to achieve high chromatographic purity (<99%) of the obtained compound and to examine the influence of different synthesis parameters on the obtained results. It was found that hydrogen peroxide concentration affected the rate of N-oxide synthesis. The effect was monitored by high performance liquid chromatography. In the final part of the investigation crude crystals of N-[2-chloro-6-methylphenyl]-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide N-oxide were suspended in methanol to reduce the concentration of residual solvent. Kinetic analysis results obtained in the batch reactor applying integral method showed good agreement between experimental measurements and proposed simple kinetic model for reaction of the first order. Kinetic parameters and appropriate values of the standard deviations were estimated and validation of the proposed model was carried out. Qualitative and quantitative determinations of samples were conducted by high performance liquid chromatography, volumetric Karl Fischer titration and gas chromatography. The final product, N-[2-chloro-6-methylphenyl]-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide N-oxide, was prepared with high chromatographic purity of 99.89% and its structure was confirmed.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:772056
Study programmeTitle: Chemical 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 conditionsOpen access
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Created on2019-10-01 14:08:08