European Journal of Chemistry 2011, 2(2), 173-177 | doi: https://doi.org/10.5155/eurjchem.2.2.173-177.283 | Get rights and content

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Research on the reaction of furil with ammonium acetate


Shuaijun Wang (1) , Qiang Gu (2) , Xiaodong Chen (3) , Tianqi Zhao (4) , Yumin Zhang (5,*)

(1) College of Chemistry, Jilin University, Changchun 130012, China
(2) College of Chemistry, Jilin University, Changchun 130012, China
(3) Experimental Center of Testing Science, Jilin University, Changchun 130023, China
(4) College of Chemistry, Jilin University, Changchun 130012, China
(5) College of Chemistry, Jilin University, Changchun 130012, China
(*) Corresponding Author

Received: 15 Sep 2010 | Revised: 29 Nov 2010 | Accepted: 08 Dec 2010 | Published: 30 Jun 2011 | Issue Date: June 2011

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

Keywords


1,2-di(furan-2-yl)ethane-1,2-diimine; Furil; Ammonium acetate; Heterocycles; Mechanism; Furan derivatives

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DOI: 10.5155/eurjchem.2.2.173-177.283

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Supporting information


The Supplementary Material for this article can be found online at: Supplementary files

How to cite


Wang, S.; Gu, Q.; Chen, X.; Zhao, T.; Zhang, Y. Eur. J. Chem. 2011, 2(2), 173-177. doi:10.5155/eurjchem.2.2.173-177.283
Wang, S.; Gu, Q.; Chen, X.; Zhao, T.; Zhang, Y. Research on the reaction of furil with ammonium acetate. Eur. J. Chem. 2011, 2(2), 173-177. doi:10.5155/eurjchem.2.2.173-177.283
Wang, S., Gu, Q., Chen, X., Zhao, T., & Zhang, Y. (2011). Research on the reaction of furil with ammonium acetate. European Journal of Chemistry, 2(2), 173-177. doi:10.5155/eurjchem.2.2.173-177.283
Wang, Shuaijun, Qiang Gu, Xiaodong Chen, Tianqi Zhao, & Yumin Zhang. "Research on the reaction of furil with ammonium acetate." European Journal of Chemistry [Online], 2.2 (2011): 173-177. Web. 1 Dec. 2021
Wang, Shuaijun, Gu, Qiang, Chen, Xiaodong, Zhao, Tianqi, AND Zhang, Yumin. "Research on the reaction of furil with ammonium acetate" European Journal of Chemistry [Online], Volume 2 Number 2 (30 June 2011)

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