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Priprava N-substituiranih 2-fenilimidazolov
ID Cizerle, Patricija (Author), ID Požgan, Franc (Mentor) More about this mentor... This link opens in a new window

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Abstract
V diplomski nalogi sem raziskovala sintezne pristope za pripravo N-substituiranih 2-fenilimidazolov. Prav tako sem podala primere sintez derivatov imidazola. Preučila sem reakcijske pogoje, ki omogočajo uspešno uvajanje substituentov na dušikov atom v imidazolu. S pomočjo baze, kot sta na primer NaOH ali KOH, sem izvajala deprotonacijo na dušikovem atomu v 2-fenilimidazolu. Zatem pa na to mesto uvajala različne skupine. Na dušikov atom sem uvedla benzilno, butilno, metilno in etilno skupino. Spojine, ki sem jih uporabila, pa so bile benzil bromid, 1-bromobutan, metil jodid in 1,2-dikloroetan. Z uporabo različnih sinteznih pristopov sem pridobila različne produkte, ki sem jih očistila in s spektroskopskimi metodami ($^1$H NMR, IR, HRMS) določila njihove strukture. Spoznala sem, da višja temperatura poveča hitrost kemijske reakcije. Pri vseh primerih pa nisem prišla do pozitivnega rezultata, kar pomeni, da nisem sintetizirala želenega produkta.

Language:Slovenian
Keywords:imidazol, elektrofilna substitucija, deprotonacija, sinteza, 2-fenilimidazol
Work type:Bachelor thesis/paper
Typology:2.11 - Undergraduate Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Technology
Year:2024
PID:20.500.12556/RUL-158788 This link opens in a new window
COBISS.SI-ID:202149379 This link opens in a new window
Publication date in RUL:20.06.2024
Views:221
Downloads:45
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Secondary language

Language:English
Title:Preparation of N-substituted 2-phenylimidazoles
Abstract:
In my thesis, I explored synthetic approaches for the preparation of N-substituted 2-phenylimidazoles. Additionally, I provided examples of the synthesis of imidazole derivatives. I examined the reaction conditions that allow for the successful introduction of substituents on the nitrogen atom in imidazole. Using bases such as NaOH or KOH, I carried out deprotonation on the nitrogen atom in 2-phenylimidazole and subsequently introduced various groups at this position. I introduced benzyl, butyl, methyl, and ethyl groups on the nitrogen atom. The compounds I used were benzyl bromide, 1-bromobutane, methyl iodide, and 1,2-dichloroethane. By employing different synthetic approaches, I obtained various products, which I purified and determined their structures using spectroscopic methods ($^1$H NMR, IR, HRMS). I discovered that higher temperatures increase the rate of the chemical reaction. However, in all cases, I did not achieve a positive result, meaning I did not synthesize the desired product.

Keywords:imidazole, electrophilic substitution, deprotonation, synthesis, 2-phenylimidazole

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