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Multicomponent synthesis of 2-amino-3-cyano pyridines catalyzed by Nano-[Fe-4BSP]Cl2 as a new Schiff base complex and catalyst

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Abstract

7-amino-5-(4-bromophenyl)-2,4-dioxo-2,3,4,5-tetrahydro-1H-pyrano[2,3-d]pyrimidine-6-carbonitrile was prepared by the reaction of 4-bromobenzaldehyde with barbituric acid and malononitrile in the presence of isonicotinic acid as a catalyst. The prepared pyranopyrimidine as an amine was reacted with salicylaldehyde and FeCl2.4H2O to afford nano-Fe (4-bromo phenyl-salicylaldimine pyranopyrimidinedione) Cl2 {Nano-[Fe-4BSP] Cl2} as a Schiff base complex in nano-size. Nano-[Fe-4BSP] Cl2 was characterized using various analyses such as Fourier transform infrared spectroscopy (FTIR), thermal gravimetric analysis (TGA), differential thermal gravimetric analysis (DTA), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX) and mass spectroscopy (MASS). The catalytic ability of Nano-[Fe-4BSP]Cl2 was successfully tested as an efficient catalyst for the preparation of some 2-amino-3-cyano pyridines derivatives.

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Funding

The authors have no relevant financial or non-financial interests to disclose.

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Authors and Affiliations

  1. Department of Chemical Engineering, Hamedan University of Technology, Hamedan, 65155, Iran

    Hamid Goudarziafshar & Ahmad Reza Moosavi-Zare

  2. Department of Chemistry, Sayyed Jamaleddin Asadabadi University, Asadabad, 6541861841, Iran

    Neda Rezaei Dehghanzadeh

  3. Department of Chemistry, University of Kurdistan, P.O. Box 66135-416, Sanandaj, Iran

    Zahra Jalilian

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  1. Hamid Goudarziafshar
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HG and ARM-Z were responsible for defining the project, managing and writing the article. NRD and ZJ were responsible for carrying out the project.

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Correspondence to Hamid Goudarziafshar or Ahmad Reza Moosavi-Zare.

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Goudarziafshar, H., Moosavi-Zare, A.R., Rezaei Dehghanzadeh, N. et al. Multicomponent synthesis of 2-amino-3-cyano pyridines catalyzed by Nano-[Fe-4BSP]Cl2 as a new Schiff base complex and catalyst. Res Chem Intermed 49, 4771–4784 (2023). https://doi.org/10.1007/s11164-023-05097-1

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