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使用绿色、高效且可重复使用的低共熔溶剂([氯化胆碱][氯化锌])实现苯胺的直接无添加剂N-甲酰化和N-酰化以及尿素衍生物的合成。

Direct additive-free N-formylation and N-acylation of anilines and synthesis of urea derivatives using green, efficient, and reusable deep eutectic solvent ([ChCl][ZnCl]).

作者信息

Abbasi Fatemeh, Sardarian Ali Reza

机构信息

Chemistry Department, College of Sciences, Shiraz University, Shiraz, 71946-84795, Iran.

出版信息

Sci Rep. 2024 Mar 26;14(1):7206. doi: 10.1038/s41598-024-57608-8.

Abstract

In the current report, we introduce a simple, mild efficient and green protocol for N-formylation and N-acetylation of anilines using formamide, formic acid, and acetic acid as inexpensive, nontoxic, and easily available starting materials just with heating along stirring in [ChCl][ZnCl] as a durable, reusable deep eutectic solvent (DES), which acts as a dual catalyst and solvent system to produce a wide range of formanilides and acetanilides. Also, a variety of unsymmetrical urea derivatives were synthesized by the reaction of phenyl isocyanate with a range of amine compounds using this benign DES in high to excellent yields. [ChCl][ZnCl] showed good recycling and reusability up to four runs without considerable loss of its catalytic activity.

摘要

在本报告中,我们介绍了一种简单、温和、高效且绿色的方法,用于苯胺的N-甲酰化和N-乙酰化反应。该方法使用甲酰胺、甲酸和乙酸作为廉价、无毒且易于获得的起始原料,仅在[ChCl][ZnCl](一种耐用、可重复使用的低共熔溶剂(DES))中加热并搅拌即可。[ChCl][ZnCl]作为双催化剂和溶剂体系,能生成多种甲酰苯胺和乙酰苯胺。此外,使用这种良性DES,通过苯基异氰酸酯与一系列胺化合物的反应,以高至优异的产率合成了多种不对称脲衍生物。[ChCl][ZnCl]显示出良好的循环利用性,可重复使用多达四次,且其催化活性没有明显损失。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d59b/10966014/2a17085a8507/41598_2024_57608_Fig1_HTML.jpg

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