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Priprava piridinskih derivatov diazenkarboksamida kot ligandov za koordinacijske spojine s protitumorskim delovanjem
ID Razpotnik, Veronika (Author), ID Košmrlj, Janez (Mentor) More about this mentor... This link opens in a new window

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Abstract
V želji razviti učinkovino s protitumorskim delovanjem smo zastavili sintezno pot, po kateri bi pripravili diazenkarboksamidni derivat s povečano topnostjo in sposobnostjo koordinacije na prehodne kovine. V eksperimentalnem delu diplomske naloge smo iz fenilizocianata in 2-hidrazinopiridina pripravili semikarbazid in iz tega z oksidacijo sintetizirali diazenkarboksamid. Iz diazenkarboksamida in BOC-zaščitenega derivata diazenkarboksamida smo z metil jodidom in dimetil karbonatom pod različnimi pogoji poskusili pripraviti N-metilpiridinijevo sol. V tem delu opisujemo pripravo, čiščenje in analize semikarbazida in diazenkarboksamida ter postopke za poskus priprave, izolacije, čiščenja in analize produkta reakcij metiliranja z uporabo analitskih tehnik, kot sta NMR in HRMS. Želenega produkta nismo dobili v nobeni izmed reakcij.

Language:Slovenian
Keywords:semikarbazid, diazenkarboksamid, metilacija, piridinijeva sol
Work type:Bachelor thesis/paper
Typology:2.11 - Undergraduate Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Technology
Year:2019
PID:20.500.12556/RUL-109929 This link opens in a new window
COBISS.SI-ID:1538425027 This link opens in a new window
Publication date in RUL:10.09.2019
Views:1558
Downloads:239
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Secondary language

Language:English
Abstract:
With an aim to develop a compound with antitumor activity, we designed a synthetic pathway for the preparation of a diazenecarboxamide derivative with increased solubility and the ability to coordinate to transition metals. In the experimental part of diploma thesis, we prepared semicarbazide from phenyl isocyanate and 2-hydrazinopyridine and converted it into diazenecarboxamide by oxidation. From diazenecarboxamide and BOC-protected derivative of diazenecarboxamide, we attempted to prepare N-methylpyridinium salt with methyl iodide and dimethyl carbonate under various conditions. In this diploma thesis preparation, isolation, purification and analysis of semicarbazide and diazenecarboxamide is described. Attempts of preparation, isolation, purification and analysis of the products of methylation reactions are discussed. The products of the aforementioned reactions were analyzed with NMR and HRMS techniques. The product we wished to prepare was not obtained in any of the experiments.

Keywords:semicarbazide, diazenecarboxamide, methylation, pyridinium salt

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