大学化学2024,Vol.39Issue(3) :316-326.DOI:10.3866/PKU.DXHX202309091

磺酰腙的高效快速合成及其抗菌性能初探——推荐一个医学本科院校化学创新实验

Efficient Rapid Synthesis and Antibacterial Activities of Tosylhydrazones: A Recommended Innovative Chemistry Experiment for Undergraduate Medical University

唐敬杰 谢露影 刘嘉昱 石尚玉 孙欣雨 林家阳 杨琦堃 于传昂 王泽诚 王盈盈 解增洋
大学化学2024,Vol.39Issue(3) :316-326.DOI:10.3866/PKU.DXHX202309091

磺酰腙的高效快速合成及其抗菌性能初探——推荐一个医学本科院校化学创新实验

Efficient Rapid Synthesis and Antibacterial Activities of Tosylhydrazones: A Recommended Innovative Chemistry Experiment for Undergraduate Medical University

唐敬杰 1谢露影 1刘嘉昱 2石尚玉 1孙欣雨 1林家阳 1杨琦堃 1于传昂 1王泽诚 1王盈盈 3解增洋3
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作者信息

  • 1. 济宁医学院,临床医学院,山东 济宁 272067
  • 2. 济宁医学院,第二临床医学院,山东 济宁 272067
  • 3. 济宁医学院,基础医学院新型抗肿瘤药物分子设计与合成实验室,山东 济宁 272067
  • 折叠

摘要

在有机化学实验教学过程中,实验内容通常是完成某一化合物的合成或提取,缺少对目标化合物的结构鉴定和性质检验.为了提高有机化学实验教学质量,培养学生的科研素养和创新能力.以商业易得的醛、酮和对甲苯磺酰肼为反应原料,于室温无溶剂条件下,利用研磨方法在1 min内高效快速合成磺酰腙,并对产物进行结构表征和性质研究.产物应用于抗菌实验研究时,化合物3i和3h对大肠杆菌有最好的抑制效果.实验涉及合成、TLC检测和柱色谱层析等操作,可以锻炼学生在有机化合物合成、纯化及结构鉴定等方面的操作技能.要求学生独立查阅文献,熟练掌握Origin、ChemDraw和MestRec等软件的使用,可以提升学生分析问题并解决问题的能力.改进的实验以提高学生综合素质为宗旨,适用于有机化学基础实验教学.

Abstract

In the teaching process of the organic chemistry experiment, the content typically involves the synthesis or extraction of a certain compound, often lacking in structural identification and property testing of the target compound. To improve the quality of organic chemistry experimental teaching, and cultivate students' scientific research literacy and innovation ability, commercially available aldehydes, ketones and p-toluenesulfonyl hydrazide are used as reactants. N-tosylhydrazone derivatives were effectively synthesized within 1 min under solvent-free conditions by using a grinding method at room temperature, and the structure and properties of the products were also studied. Compounds 3i and 3h have the best inhibitory effect against Escherichia coli during antibacterial experimental research. The experiment, encompassing synthesis, TLC detection, and column chromatography operations, serves to hone students' operational skills in organic compound synthesis, purification, and structural identification. Students are required to consult literature independently and proficiently utilize software tools like Origin, ChemDraw and MestRec, which fosters their ability to analyze and resolve problems. This improved experimental framework, aimed at elevating students' comprehensive qualities, is well-suited for the foundational organic chemistry experimental teaching.

关键词

无溶剂条件/磺酰腙/研磨方式/抗菌性能

Key words

Solvent-free conditions/Tosylhydrazones/Grinding method/Antibacterial properties

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基金项目

教育系统省政府公派出国留学项目(鲁教外函[2019]27号-22)

山东省大学生创新创业训练计划(s202210443004)

济宁医学院大学生创新创业训练计划(cx2022050z)

济宁医学院大学生创新创业训练计划(cx2022030z)

山东省本科高等学校教学改革研究项目(M2023005)

出版年

2024
大学化学
北京大学 中国化学会

大学化学

影响因子:0.636
ISSN:1000-8438
参考文献量13
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