تحضير وتشخيص مشتقات جديدة ل 1،2،3 ترايزول - المحتوية على 4،1،3 اوكسادايزول - ومجموعة الازو == Synthesis and Characterization of New 1,2,3 - Triazole Derivatives Containing 1,3,4 - Oxadiazole and Azo Moieties
Author name:
زينب كزار كويت راضي
Supervisor name:
رياض جليل ناهي
General topic:
Chemistry
Specific topic:
Chemistry
Degree:
Master
University:
Al-Muthanna University - College Of Science - Chemistry Department
Language:
English
University location:
Muthanna
First pages:
25T1897 - p.pdf
Abstract:
This thesis describes the synthesis, characterization and thermal study of new 1,2,3-triazole derivatives containing 1,3,4-oxadiazole and azo moieties. For the synthesis of the target 1,2,3-traizole derivatives 61-67, the copper (I) catalyzed azide-alkyne cycloaddition (CuAAC) was the method choice. Since the azide compounds being considered as a substrate for (CuAAC), a series of substituted phenyl azides was synthesized via reaction of diazonium salts with sodium azide, while the commercially available propiolic acid was chosen to be the alkyne function. Choosing of propiolic acid as an alkyne component of click reaction is allowed to functionalize the target 1,2,3-triazole derivatives with a carboxyl group function which can be exploited in different reactions and applications. Having the target 1,2,3-triazole derivatives 61-66, our efforts focused to exploit their carboxyl function groups for the synthesis of new heterocyclic compounds containing 1,3,4-oxadiazole moieties. A new series of compounds containing on 1,2,3-triazole and 1,3,4-oxadiazole moieties on the same molecule was synthesized through a condensation reaction between the synthesized 1,2,3-triazole derivatives 61-66 and semicarbazide hydrochloride followed by dehydro-cyclization step in the presence of POCl3. On the other hand, compound 67 was synthesized as an unnatural amino acid containing 1,2,3-triazole ring and is ready for different reactions such as diazonium salts formation. Thus, this unnatural amino acid was exploited in the synthesis of new three azo compounds following the standard procedure that is used in the synthesis of the azo compounds 74-73. The synthesized compounds introduce the 1,2,3-triazole and azo moieties on the same molecule thereby new applications can be reported. All synthesized compounds were characterized by the FT-IR, 1H-NMR, 13C-NMR and GC-MS spectroscopies. For further investigations, the thermal behavior of the synthesized compounds was studied by TGA and DTG techniques.
