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有机化学
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有机化学 ›› 2013, Vol. 33 ›› Issue (07): 1551-1558.DOI: 10.6023/cjoc201301009 上一篇    下一篇

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a, 于洋a, 许永廷b, 靳焜c, 罗潼川a, 邵昕a, 史相玲a, 吴疆红a   

  1. 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 发布日期:2013-03-07
  • 通讯作者: 李英俊 E-mail:chemlab.lnnu@163.com
  • 基金资助:

    辽宁省自然科学基金(No. 20102126)资助项目.

Synthesis and Characterization of Dihydrazide Derivatives Containing Benzimidazole Ring

Li Yingjuna, Yu Yanga, Xu Yongtingb, Jin Kunc, Luo Tongchuana, Shao Xina, Shi Xianglinga, Wu Jianghonga   

  1. 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:2013-01-04 Revised:2013-02-26 Published:2013-03-07
  • Supported by:

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

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被引次数

5 | 1

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

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