Chinese Journal of Magnetic Resonance ›› 2017, Vol. 34 ›› Issue (1): 25-34.doi: 10.11938/cjmr20170104

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An NMR Study of a Novel N-Acylhydrazone Derivative Containing Benzimidazole Moiety

LI Ying-jun1, LI Ji-yang1, JIN Kun2, CAO Xin1   

  1. 1. College of Chemistry and Chemical Engineering, Liaoning Normal University, Dalian 116029, China;
    2. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, China
  • Received:2016-08-05 Revised:2017-01-04 Online:2017-03-05 Published:2017-03-05

Abstract: With 1D NMR, 2D NMR and variable-temperature 1H NMR, the 1H and 13C NMR chemical shift of two isomers (E/trans and E/cis) of a new N-acylhydrazone derivative containing benzimidazole moiety (new compound 1), naming 2-[2-(4-methylphenoxymethyl)-1H-benzimidazol-1-yl]-N'-{[4-(dimetilamino)phenyl]methylene}acetohydrazide, were assigned. Coupling constants and tautomeric ratios of the isomers were determined. Experimental results showed that compound 1 in DMSO-d6 had both E/trans and E/cis isomers, and the ratio of the dominant E/cis isomer was 74.2%.

Key words: nuclear magnetic resonance (NMR), benzimidazole, assignment, tautomerism, acylhydrazone

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