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2013 , Vol. 33 >Issue 07: 1551 - 1558

DOI: https://doi.org/10.6023/cjoc201301009

研究简报

含苯并咪唑环二酰肼衍生物的合成与结构表征

  • 李英俊 ,
  • 于洋 ,
  • 许永廷 ,
  • 靳焜 ,
  • 罗潼川 ,
  • 邵昕 ,
  • 史相玲 ,
  • 吴疆红
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  • a 辽宁师范大学化学化工学院 大连 116029;
    b 辽宁师范大学分析测试中心 大连 116029;
    c 大连理工大学精细化工国家重点实验室 大连 116012

收稿日期: 2013-01-04

  修回日期: 2013-02-26

  网络出版日期: 2013-03-07

基金资助

辽宁省自然科学基金(No. 20102126)资助项目.

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Synthesis and Characterization of Dihydrazide Derivatives Containing Benzimidazole Ring

  • Li Yingjun ,
  • Yu Yang ,
  • Xu Yongting ,
  • Jin Kun ,
  • Luo Tongchuan ,
  • Shao Xin ,
  • Shi Xiangling ,
  • Wu Jianghong
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  • a College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029;
    b Analysis and Inspection Center, Liaoning Normal University, Dalian 116029;
    c State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012

Received date: 2013-01-04

  Revised date: 2013-02-26

  Online published: 2013-03-07

Supported by

Project supported by the Natural Science Foundation of Liaoning Province (No. 20102126).

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摘要

以酚和氯乙酸为初始原料, 经一系列反应, 合成出了10 个新型的含苯并咪唑环二酰肼衍生物7a～7j. 利用1H NMR, 13C NMR, 2D NMR(包括HMBC, HSQC, 1H-1H COSY和NOESY)和变温1H NMR技术对代表化合物7c 进行了1H 和13C NMR谱归属并确定了其空间结构, 证明了其在室温及DMSO中存在着A和B两种互变异构体, 并且A异构体占优势(87.65%). 据此, 对其它目标化合物的1H NMR也进行了归属, A异构体含量为80.55%～89.90%.

关键词： 二酰肼; 合成; 表征

本文引用格式

李英俊 , 于洋 , 许永廷 , 靳焜 , 罗潼川 , 邵昕 , 史相玲 , 吴疆红 . 含苯并咪唑环二酰肼衍生物的合成与结构表征[J]. 有机化学, 2013 , 33(07) : 1551 -1558 . DOI: 10.6023/cjoc201301009

Abstract

Ten novel dihydrazide derivatives containing benzimidazole ring (7a～7j) were synthesized by (un)substituted phenol and chloroacetic acid as starting materials via a series of reactions. The structure of representative compound 7c was confirmed by 1H NMR, 13C NMR, 2D NMR (1H-1H COSY, HSQC, HMBC and NOESY) and variable-temperature 1H NMR spectra. The experimental results indicate that compound 7c in DMSO at room temperature exists in the tautomeric A and B isomers, and A isomer is dominant (87.65%). On the basis of the analytic results of compound 7c, 1H NMR spectra of other target compounds were also assigned and the content of dominant A isomer is in the range of 80.55%～89.90%.

Key words： dihydrazide; synthesis; characterization

参考文献

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