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Synthesis of 2-(1,2,4-oxadiazol-3-yl)quinazolin-4(3H)-ones from diaminoglyoxime-based nitrones

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Abstract

Various 2-[5-(aryl)-1,2,4-oxadiazol-3-yl]quinazolin-\(4(3H)\)-ones have been synthesized from the reaction of diaminoglyoxime-based nitrones with methyl 2-aminobenzoate or 2-aminobenzamide in the presence of acetic acid at \(100\,{^\circ }\mathrm{C}\). The reaction was extended as a one-pot three-component approach starting from diaminoglyoxime, aldehyde and methyl 2-aminobenzoate.

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Acknowledgments

We gratefully acknowledge financial support from the Research Council of Imam Hossein and Shahid Beheshti Universities. We also wish to thank the Ministry of Higher Education of Malaysia (Grant No. UM.C/625/1/HIR/247) for supporting this study.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Imam Hossein University, Tehran, Iran

    Rahim Hosseinzadeh-Khanmiri & Abolghasem Moghimi

  2. Faculty of Chemistry, University of Shahid Beheshti, Tehran, Iran

    Rahim Hosseinzadeh-Khanmiri & Ahmad Shaabani

  3. Department of Chemistry, Faculty of Sciences, Azarbaijan Shahid Madani University, 53714-161, Tabriz, Iran

    Hassan Valizadeh

  4. Department of Chemistry, University of Malaya, 50603, Kuala Lumpur, Malaysia

    Seik Weng Ng

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  1. Rahim Hosseinzadeh-Khanmiri
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  2. Abolghasem Moghimi
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  3. Ahmad Shaabani
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  4. Hassan Valizadeh
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Correspondence to Abolghasem Moghimi or Ahmad Shaabani.

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Hosseinzadeh-Khanmiri, R., Moghimi, A., Shaabani, A. et al. Synthesis of 2-(1,2,4-oxadiazol-3-yl)quinazolin-4(3H)-ones from diaminoglyoxime-based nitrones. Mol Divers 19, 501–510 (2015). https://doi.org/10.1007/s11030-015-9588-0

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