Citation:
Aidang Lu, Yunting Liu, Yanjun Jiang. Comprehensive Organic Chemistry Experiment: Synthesis and Characterization of Triazolopyrimidine Compounds[J]. University Chemistry,
;2024, 39(8): 241-246.
doi:
10.3866/PKU.DXHX202401029
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Triazolopyrimidine compounds containing carboxyl and thioether groups were synthesized using 3-amino-5-mercapto-1,2,4-triazole, benzyl bromide, and diethyl ethoxymethylenemalonate (EMME) as starting materials. The synthesis involved nucleophilic substitution, cyclization, and hydrolysis reactions. The resulting products were characterized and analyzed for their structures. The experiment included techniques such as heating reflux, TLC (thin-layer chromatography) detection, filtration, and recrystallization, which aimed to enhance students’ skills in multi-step organic compound synthesis and spectral analysis. Triazolopyrimidine compounds are widely found in natural products and pharmaceuticals. The synthesis of these compounds not only provides insight into societal demands but also integrates cutting-edge research and theoretical knowledge taught in the classroom, thereby improving the quality of experimental teaching and achieving excellent educational outcomes.
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