大学化学 >> 2024, Vol. 39 >> Issue (8): 241-246.doi: 10.3866/PKU.DXHX202401029

化学实验 上一篇    下一篇

综合有机化学实验：三唑并嘧啶类化合物的合成与表征

卢爱党1,2, 刘运亭1, 姜艳军1,2   

  1. 1. 河北工业大学化工学院, 天津 300130;
    2. 化工节能过程集成与资源利用国家地方联合工程实验室, 天津 300130
  • 收稿日期:2024-01-08 修回日期:2024-03-04 发布日期:2024-03-08
  • 通讯作者: 卢爱党, 姜艳军 E-mail:luaidang@hebut.edu.cn;yanjunjiang@hebut.edu.cn
  • 基金资助:
    河北工业大学本科教育教学改革研究与实践项目(202201013)；河北省高等教育教学改革研究与实践项目(2021GJJG032)；河北省研究生课程思政建设项目(YKCSZ2022015)

Comprehensive Organic Chemistry Experiment: Synthesis and Characterization of Triazolopyrimidine Compounds

Aidang Lu1,2, Yunting Liu1, Yanjun Jiang1,2   

  1. 1. School of Chemical Engineering, Hebei University of Technology, Tianjin 300130, China;
    2. National-Local Joint Engineering Laboratory for Energy Conservation in Chemical Process Integration and Resources Utilization, Tianjin 300130, China
  • Received:2024-01-08 Revised:2024-03-04 Published:2024-03-08
  • Contact: Aidang Lu, Yanjun Jiang E-mail:luaidang@hebut.edu.cn;yanjunjiang@hebut.edu.cn

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摘要： 以3-氨基-5-巯基-1,2,4-三氮唑、溴化苄和乙氧基亚甲基丙二酸二乙酯(EMME)为原料，经过亲核取代反应、缩合反应和水解反应，制备出含羧基及硫醚结构单元的三唑并嘧啶类化合物，并对产物进行结构表征分析。实验操作涉及加热回流、TLC (薄层层析色谱)检测、抽滤和重结晶等，有利于提高学生有机化合物多步合成及波谱解析能力。三唑嘧啶类化合物广泛存在于天然产物和药物中，学习该类化合物的合成不仅能通过实验内容了解社会需求，而且能结合前沿成果及课堂讲授的理论知识，提升实验内容的教学质量，取得良好的教学效果。

关键词: 科教转化, 综合有机化学实验, 三唑并嘧啶类化合物, 有机合成

Abstract: 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.

Key words: Transformation of science and education, Comprehensive organic chemistry experiment, Triazolopyrimidine compounds, Organic synthesis