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[用芳香稠环取代的碳酰氯的合成]

[Synthesis of carbonyl chlorides substituted with aromatic dense-ring].

作者信息

Hu W X, Yun L H, Zhang L F

机构信息

Center of Research and Development of Medicine and Pharmaceuticals, Commission of Science & Technology and Industry for National Defence, Beijing 10010..

出版信息

Yao Xue Xue Bao. 1997 Sep;32(9):699-703.

PMID:11596297
Abstract

Carbonyl chlorides substituted with aromatic dense-ring are chemically active and their fluorescent quantum yields are usually high and they may be used as fluorescent probes for detection of many compounds. Studies on their synthesis and structure activity relationship are very important in the micro-or supermicro-detection of drugs and toxicants containing hydroxy groups. Therefore, the probes may find wide application in the chemical engineering and pharmaceutical industry. Three new fluorescent probes: Beta-(9-anthracene) acrylonyl chloride, Beta-(9-anthracene) propionyl chloride and Beta-( 1-pyrene ) acrylonyl chloride were synthesized by the reaction between the corresponding acid and thionyl chloride. 1-Prenecarboxaldehyde synthesized by using pyrene and N-formyl-N-methylaniline with phosphorus oxychloride as catalyst, was allowed to react with malonic acid to produce Beta-(1-pyrene) acrylic acid for the last-mentioned acid chloride.

摘要

被芳香稠环取代的碳酰氯具有化学活性,其荧光量子产率通常较高,可作为检测多种化合物的荧光探针。对其合成及构效关系的研究在含羟基药物和毒物的微量或超微量检测中非常重要。因此,这些探针在化学工程和制药工业中可能会有广泛应用。通过相应的酸与亚硫酰氯反应合成了三种新型荧光探针:β-(9-蒽基)丙烯酰氯、β-(9-蒽基)丙酰氯和β-(1-芘基)丙烯酰氯。以芘和N-甲酰基-N-甲基苯胺为原料,在三氯氧磷催化下合成1-异戊烯醛,使其与丙二酸反应生成用于制备上述酰氯的β-(1-芘基)丙烯酸。

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