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Solvent-Free N-Formylation: An Experimental Application of Basic Concepts and Techniques of Organic Chemistry
Journal of Chemical Education ( IF 2.5 ) Pub Date : 2020-03-24 , DOI: 10.1021/acs.jchemed.9b00983
Yasser M. Omar 1 , Noha G. Mohamed 2 , Andrew N. Boshra 1 , Abu-Baker M. Abdel-Aal 1, 2
Affiliation  

N-Formamides are important intermediates in the synthesis of many pharmacologically active compounds and are used as protecting groups for amines or as catalysts in different reactions. The current N-formylation experiment is designed as a part of an introductory organic chemistry course for undergraduate students. The experiment includes formylation of substituted aromatic amines using formic acid under solvent-free conditions. Students are introduced to laboratory safety precautions, reaction mechanism, and basic laboratory techniques such as a solvent-free reaction setup, reflux, filtration, melting point determination, yield calculation, and lab report write-up. Students synthesized four different formamides in 50–80% yield as a straightforward application of nucleophilic substitution reactions.

中文翻译:

无溶剂N-甲酰化:有机化学基本概念和技术的实验应用

N-甲酰胺是许多药理活性化合物合成中的重要中间体,并用作胺的保护基或在不同反应中用作催化剂。当前N甲酰化实验被设计为本科生有机化学入门课程的一部分。该实验包括在无溶剂条件下使用甲酸对取代的芳族胺进行甲酰化。向学生介绍了实验室安全预防措施,反应机理和基本实验室技术,例如无溶剂反应设置,回流,过滤,熔点测定,产率计算和实验室报告撰写。学生可以直接应用亲核取代反应,以50-80%的产率合成四种不同的甲酰胺。
更新日期:2020-04-24
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