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Synthesis of novel 1,2,3-triazole derivatives of 2,3-dihydroquinazolin-4(1H)-one

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Abstract

This work reports an efficient route for the synthesis of novel 1,2,3-triazole derivatives of 2,3-dihydroquinazolin-4(1H)-one starting from isatoic anhydride via a three-step reaction. The resulting 2-amino-N-substituted benzamides from the reaction of isatoic anhydride and benzylamines underwent coupling cyclization reaction with 4-(prop-2-yn-1-yloxy)benzaldehyde, and then click reaction with in situ prepared organic azides afforded the title compounds in good yields.

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Acknowledgments

We gratefully acknowledge the partial financial support from Tehran University of Medical Sciences Research Council and International Campus (TUMS-IC) with project No. 93-02-169-25050.

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Authors and Affiliations

  1. Faculty of Pharmacy, International Campus (TUMS-IC), Tehran University of Medical Sciences, Tehran, Iran

    Mohammad Mahdavi & Fatemeh Hasanshahi

  2. Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

    Mina Saeedi

  3. Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran

    Mina Saeedi & Tahmineh Akbarzadeh

  4. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran

    Maryam Karimi, Niloufar Foroughi, Alireza Foroumadi & Abbas Shafiee

  5. Faculty of Chemistry, University of Mazandaran, Babolsar, Iran

    Heshmatollah Alinezhad

  6. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

    Tahmineh Akbarzadeh

Authors
  1. Mohammad Mahdavi
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  2. Mina Saeedi
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  3. Maryam Karimi
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  4. Niloufar Foroughi
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  5. Fatemeh Hasanshahi
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  6. Heshmatollah Alinezhad
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  7. Alireza Foroumadi
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  8. Abbas Shafiee
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  9. Tahmineh Akbarzadeh
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Corresponding author

Correspondence to Tahmineh Akbarzadeh.

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Mahdavi, M., Saeedi, M., Karimi, M. et al. Synthesis of novel 1,2,3-triazole derivatives of 2,3-dihydroquinazolin-4(1H)-one. Monatsh Chem 147, 2151–2156 (2016). https://doi.org/10.1007/s00706-016-1739-1

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  • DOI: https://doi.org/10.1007/s00706-016-1739-1

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