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新型2-吡啶苄基胺类罗丹明基活性小分子探针的合成
引用本文:易春雪,赵岗,光善仪,徐洪耀.新型2-吡啶苄基胺类罗丹明基活性小分子探针的合成[J].合成化学,2020,28(3):229-233.
作者姓名:易春雪  赵岗  光善仪  徐洪耀
作者单位:1. 东华大学 a. 化学化工与生物工程学院; b. 材料科学与工程学院,上海 201620
摘    要:以罗丹明B和乙二胺为原料,通过缩合反应制得罗丹明酰乙二胺(1, Rhb);然后以无水THF作溶剂,化合物1与三聚氯嗪发生亲核取代反应,得到罗丹明酰乙二胺-三聚氯嗪化合物(2, Rhbc);最后在氮气氛围下,化合物2与N,N-二甲基吡啶胺反应合成了目标产物双(2 吡啶苄基) 胺罗丹明基小分子探针(3, Rhbd),其结构经1H NMR、 IR、 HR-MS和元素分析表征。该探针可以识别Fe3+,检出限为30 nM。

关 键 词:罗丹明B  乙二胺  三聚氯嗪  N  N-二甲基吡啶胺  合成  
收稿时间:2018-10-10

Synthesis of A Novel 2-Pyridinylbenzylamine Rhodamine Based Small Molecule Probe
YI Chun-xue,ZHAO Gang,GUANG Shan-yi,XU Hong-yao.Synthesis of A Novel 2-Pyridinylbenzylamine Rhodamine Based Small Molecule Probe[J].Chinese Journal of Synthetic Chemistry,2020,28(3):229-233.
Authors:YI Chun-xue  ZHAO Gang  GUANG Shan-yi  XU Hong-yao
Institution:a. College of Chemistry, Chemical Engineering and Biotechnology; b. College of Materials Sciences and Engineering, 1. Donghua University, Shanghai 201620, China
Abstract:Rhodamine B and ethylenediamine are used as raw materials to prepare rhodamine ethdiamine(1,Rhb) by condensation reaction. Then, using anhydrous THF as a solvent, the nucleophilic substitution reaction of the compound 1 and the cyanuric chloride gives the rhodamine ethoxydiamine-trichloro azine compound(2, Rhbc). Finally, under the N2 atmosphere, the reaction of compound 1 and N,N-dimethylpyridinium to get the target product bis(2-pyridylbenzyl) amine rhodamine-based small molecule probe(3, Rhbd), and its structure was charactized to 1H NMR, IR, HR-MS and elemental analysis. The probe can recognize Fe3+ and the detection limit is 3 nM.
Keywords:Rhodamine B  ethylenediamine  cyanuric chloride  N  N-dimethylpyridinium  synthesis
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