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Synthesis of Novel 1,2,3-Triazole Derivatives of 2,3-Dihydroquinazolin-4(1H)-One Publisher



Mahdavi M1 ; Saeedi M2, 3 ; Karimi M4 ; Foroughi N4 ; Hasanshahi F1 ; Alinezhad H5 ; Foroumadi A4 ; Shafiee A4 ; Akbarzadeh T3, 6
Authors
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Authors Affiliations
  1. 1. Faculty of Pharmacy, International Campus (TUMS-IC), Tehran University of Medical Sciences, Tehran, Iran
  2. 2. Medicinal Plants Research Center, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran
  3. 3. Persian Medicine and Pharmacy Research Center, Tehran University of Medical Sciences, Tehran, Iran
  4. 4. Department of Medicinal Chemistry, Faculty of Pharmacy and Pharmaceutical Sciences Research Center, Tehran University of Medical Sciences, Tehran, Iran
  5. 5. Faculty of Chemistry, University of Mazandaran, Babolsar, Iran
  6. 6. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

Source: Monatshefte fur Chemie Published:2016


Abstract

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. Graphical abstract: [Figure not available: see fulltext.] © 2016, Springer-Verlag Wien.