Citation: Jingjie Tang, Luying Xie, Jiayu Liu, Shangyu Shi, Xinyu Sun, Jiayang Lin, Qikun Yang, Chuan'ang Yu, Zecheng Wang, Yingying Wang, Zengyang Xie. Efficient Rapid Synthesis and Antibacterial Activities of Tosylhydrazones: A Recommended Innovative Chemistry Experiment for Undergraduate Medical University[J]. University Chemistry, ;2024, 39(3): 316-326. doi: 10.3866/PKU.DXHX202309091 shu

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

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Laboratory of New Antitumor Drug Molecular Design&Synthesis, College of Basic Medicine, Jining Medical University, Jining 272067, Shandong Province, China;
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Clinical Medicine College, Jining Medical University, Jining 272067, Shandong Province, China;
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The Second Clinical Medicine College, Jining Medical University, Jining 272067, Shandong Province, China

Corresponding author: Yingying Wang, Zengyang Xie,
Received Date: 25 September 2023

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.
- Solvent-free conditions,
- Tosylhydrazones,
- Grinding method,
- Antibacterial properties
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