中华医学超声杂志

应用化学 ›› 2010, Vol. 27 ›› Issue (09): 1008-1011.DOI: 10.3724/SP.J.1095.2010.90713

• 研究论文 • 上一篇    下一篇

4,4′-二溴-6,6′-二（N,N－二（乙氧基羰甲基）氨甲基）-2,2′-联吡啶的合成与表征

李云辉1,李海燕1,潘利华2*,徐经伟2,常宇2,狄燕清1,刘文宇1   

  1. (1.长春理工大学化学与环境工程学院 长春；2.中国科学院长春应用化学研究所国家电化学和光谱研究分析中心 长春 130022)
  • 收稿日期:2009-10-30 修回日期:2010-03-18 出版日期:2010-09-10 发布日期:2010-09-10
  • 通讯作者: 潘利华,女,研究员; E-mail:lihuap@ciac.jl.cn; 研究方向：时间分辨荧光免疫分析
  • 基金资助:
    国家自然科学基金（30471606）资助项目

Preparation and Characterization of 4,4′-Dibromo -6,6′- bis(N,N-bis(ethoxycarbonylmethyl)amino methyl)- 2,2′-bipyridine

LI Yun-Hui1, LI Hai-Yan1, PAN Li-Hua2*, XU Jing-Wei2, CHANG Yu2, DI Yan-Qing1, LIU Wen-Yu1   

  1. (1.School of Chemistry and Environmental Engineering,Changchun University
    of Science and Technology,Changchun；
    2.National Analytical Research Center of Electrochemistry and Spectroscopy,
    Changchun Institute of Applied Chemistry,Chinese Academy of Sciences,Changchun 130022)
  • Received:2009-10-30 Revised:2010-03-18 Published:2010-09-10 Online:2010-09-10

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摘要：

以4,4′-二硝基-6,6′-二甲基-2,2′-联吡啶-N，N′-二氧化物为起始原料，经过三氟乙酸酐酯化、羟甲基化、氢溴酸溴甲基化及亚氨基二乙酸二乙酯氢胺基甲基化合成了4,4′-二溴-6,6′-二（-N,N-二（乙氧基羰甲基）氨甲基）-2,2′-联吡啶。 通过熔点、红外光谱、核磁共振、高效液相色谱、高分辨质谱测试技术表征了该化合物的结构，为合成时间分辨荧光免疫分析新型双功能螯合剂提供了重要中间体。

关键词: 时间分辨荧光免疫分析, 螯合剂, 中间体, 二溴二溴甲基联吡啶, 二溴二（N,N－二（乙氧基羰甲基）氨甲基）联吡啶, 合成

Abstract:

4,4′-Dibromo-6,6′-bis(N,N-bis(ethoxycarbonylmethyl)amino methyl)-2,2′-bipyridine was prepared from 4,4′-dinitro-6,6′-dimethyl-2,2′-bipyridine N,N-dioxide by esterification with trifluoroacetic anhydride and hydroxymethylation, bromine methylation with HBr, and methylation of amino hydrogen with diethyl iminodiacetate. The structure of this product was determined by DSC, IR, 1H NMR, HPLC and HRMS. The obtained product is an important intermediate for the synthesis of a bi-functional chelate, which could find applications in solid phase time resolved fluoroimmunoassay.

Key words: time-resolved fluorescence immunoassay, chelate, intermediate, dibromo-bis(bromomethyl)-bipyridine, dibromo-bis(N,N-bis(ethoxycarbonylmethyl)amino methyl)-bipyridine, synthesis

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