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有机合成中的芳香胺。第二部分。- 氨肉桂醛。

Aromatic Amines in Organic Synthesis. Part II. -Aminocinnamaldehydes.

机构信息

Faculty of Chemical Technology and Engineering, UTP University of Sciences and Technology, Seminaryjna 3, 85-326 Bydgoszcz, Poland.

出版信息

Molecules. 2021 Jul 19;26(14):4360. doi: 10.3390/molecules26144360.

DOI:10.3390/molecules26144360
PMID:34299633
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8306840/
Abstract

Ten derivatives of -aminocinnamic aldehydes were prepared from the reaction of either aromatic amines with dimethylaminoacrolein or benzaldehydes with acetaldehyde. Their chemical structure and purity were verified by H NMR, C NMR and IR spectroscopic methods. We found that the synthesis applying dimethylaminoacrolein as the reagent gets better yields than the one based on the reaction with acetaldehyde. The yields of the cinnamic aldehydes varied according to the type of the amino group and the number and position of the substituents. The basic spectroscopic properties of the -aminocinnamic aldehydes are also described since the compounds may be a precursor for the synthesis of dyes for diverse applications, e.g., in medicine and optoelectronics.

摘要

我们由芳香胺与二甲氨基丙烯醛反应或由苯甲醛与乙醛反应,制备了 - 氨基肉桂醛的 10 种衍生物。通过核磁共振氢谱、碳谱和红外光谱方法对它们的化学结构和纯度进行了验证。我们发现,以二甲氨基丙烯醛为试剂的合成方法比以乙醛为试剂的合成方法产率更高。肉桂醛的产率根据氨基的类型以及取代基的数量和位置而变化。由于这些化合物可能是用于合成各种应用染料的前体,例如在医学和光电领域,因此还描述了 - 氨基肉桂醛的基本光谱性质。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/01a4/8306840/4faab6d3b354/molecules-26-04360-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/01a4/8306840/ffe8e6e776bf/molecules-26-04360-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/01a4/8306840/5b0df042e451/molecules-26-04360-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/01a4/8306840/2180014f291a/molecules-26-04360-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/01a4/8306840/4faab6d3b354/molecules-26-04360-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/01a4/8306840/ffe8e6e776bf/molecules-26-04360-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/01a4/8306840/5b0df042e451/molecules-26-04360-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/01a4/8306840/2180014f291a/molecules-26-04360-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/01a4/8306840/4faab6d3b354/molecules-26-04360-g003.jpg

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