Synthesis and Characterization of Dihydrazide Derivatives Containing Benzimidazole Ring

doi:10.6023/cjoc201301009

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (07): 1551-1558.DOI: 10.6023/cjoc201301009 Previous Articles Next Articles

Notes

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

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 Yingjun^a, Yu Yang^a, Xu Yongting^b, Jin Kun^c, Luo Tongchuan^a, Shao Xin^a, Shi Xiangling^a, Wu Jianghong^a

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).

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

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Li Yingjun, Yu Yang, Xu Yongting, Jin Kun, Luo Tongchuan, Shao Xin, Shi Xiangling, Wu Jianghong. Synthesis and Characterization of Dihydrazide Derivatives Containing Benzimidazole Ring[J]. Chin. J. Org. Chem., 2013, 33(07): 1551-1558.

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含苯并咪唑环二酰肼衍生物的合成与结构表征

Synthesis and Characterization of Dihydrazide Derivatives Containing Benzimidazole Ring

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