European Journal of Chemistry

Research on the reaction of furil with ammonium acetate

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Published: Jun 30, 2011
DOI: https://doi.org/10.5155/eurjchem.2.2.173-177.283
Keywords:
1, 2-di(furan-2-yl)ethane-1, 2-diimine, Furil, Ammonium acetate, Heterocycles, Mechanism, Furan derivatives
Section
Research Article
Issue
Vol. 2 No. 2 (2011): June 2011
Dates
Received 2010-09-15
Accepted 2010-12-08
Published 2011-06-30


Main Article Content

Shuaijun Wang
College of Chemistry, Jilin University, Changchun 130012, China
Qiang Gu
College of Chemistry, Jilin University, Changchun 130012, China
Xiaodong Chen
Experimental Center of Testing Science, Jilin University, Changchun 130023, China
Tianqi Zhao
College of Chemistry, Jilin University, Changchun 130012, China
Yumin Zhang
College of Chemistry, Jilin University, Changchun 130012, China

Abstract

The direct reaction of furil with ammonium acetate in refluxing glacial acetic acid under the absence of appropriate aldehydes was systematically studied. The principal product with furan rings and imidazole ring 2,4,5-tri(furan-2-yl)-1H-imidazole (I) was obtained in moderate yield, and two new byproducts containing furan rings were successfully purified by C18 reversed phase column. All compounds were characterized by elemental analysis, MS, IR, 1H and 13C NMR spectroscopy. The structure of I was further confirmed by the 13C-1H COSY spectroscopy. The putative reaction mechanism via stable 1,2-di(furan-2-yl)ethane-1,2-diimine, furan-2-yl-(2,4,5-tri-furan-2-yl-2H-imidazol-2-yl)-methanone and intermediate 5 traced by GC-MS was proposed.2_2_173_177_800

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Wang, S.; Gu, Q.; Chen, X.; Zhao, T.; Zhang, Y. Research on the Reaction of Furil With Ammonium Acetate. Eur. J. Chem. 2011, 2, 173-177.

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