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Synthesis of 3-aryl-4(3H)-quinazolinones from anthranilic acid, ortho esters, and anilines using Ce(CH3SO3)3·2H2O as catalyst

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Abstract

3-Aryl-4(3H)-quinazolinones were synthesized efficiently by the three component one-pot cyclocondensation of anthranilic acid, ortho esters, and anilines in the presence of Ce(CH3SO3)3·2H2O at room temperature under solvent-free conditions. This method offers several advantages, such as a simple procedure, mild reaction conditions, short reaction time, and reusability of the catalyst.

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References

  1. Takaya Y, Chiba T, Tanitsu M, Murata K, Kim HS, Wataya Y, Oshima Y (1998) Parasitol Int 47(Suppl):380

    Article  Google Scholar 

  2. Cao SL, Feng YP, Jiang YY, Liu SY, Ding GY, Li RT (2005) Bioorg Med Chem Lett 15:1915

    Article  CAS  Google Scholar 

  3. Kornet MJ, Varia T, Beaven WJ (1983) J Heterocycl Chem 20:1553

    Article  CAS  Google Scholar 

  4. Yadav MR, Shirude ST, Parmar A, Balaraman R, Giridhar R (2006) Chem Heterocycl Compd 42:1038

    Article  CAS  Google Scholar 

  5. Hu YG, Yang SJ, Ding MW (2004) Phosphorus Sulfur Silicon 179:1933

    Article  CAS  Google Scholar 

  6. Bahadur S, Saxena M (1983) Arch Pharm (Weinheim) 316:964

    Article  CAS  Google Scholar 

  7. Koepfli JB, Mead JF, Brockman JA (1947) J Am Chem Soc 69:1837

    Article  CAS  Google Scholar 

  8. Ablondi F, Gordon S, Morton J II, Williams JH (1952) J Org Chem 17:14

    Article  CAS  Google Scholar 

  9. Szczepankiewicz W, Suwinski J (2000) Chem Heterocycl Compd 36:809

    Article  CAS  Google Scholar 

  10. Trimarco P, Lastrucci CJ (1976) J Heterocycl Chem 13:913

    Article  CAS  Google Scholar 

  11. Das B, Banerjee J (2004) Chem Lett 33:960

    Article  CAS  Google Scholar 

  12. Jiang ZD, Chen RF (2005) Synth Commun 35:503

    Article  CAS  Google Scholar 

  13. Wang LM, Xia JJ, Qin F, Qian CT, Sun J (2003) Synthesis 1241

  14. Khosropour AR, Mohammadpoor-Baltork I, Ghorbankhani H (2006) Tetrahedron Lett 47:3561

    Article  CAS  Google Scholar 

  15. Narasimhulu M, Mahesh KC, Reddy TS, Rajesh K, Venkateswarlu Y (2006) Tetrahedron Lett 47:4381

    Article  CAS  Google Scholar 

  16. Ighilahriz K, Boutemeur B, Chami F, Rabia C, Hamdi M, Hamdi SM (2008) Molecules 13:779

    Article  CAS  Google Scholar 

  17. Oskooie HA, Baghernezhad B, Heravi MM (2007) Indian J Heterocycl Chem 17:95

    CAS  Google Scholar 

  18. Chari MA, Mukkanti DSK (2006) Catal Commun 7:787

    Article  CAS  Google Scholar 

  19. Wang M, Song ZG, Gong H, Jiang H (2008) Prep Biochem Biotechnol 38:105

    Article  Google Scholar 

  20. Wang M, Wang ZC, Sun ZL, Jiang H (2005) Transition Met Chem 30:792

    Article  CAS  Google Scholar 

  21. Wang M, Song ZG, Zhang TT (2010) Org Prep Proced Int 42:160

    Article  Google Scholar 

Download references

Acknowledgments

We are grateful to the Committee of Science and Technology of Liaoning Province, China, for financial support (no. 20091001).

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Bohai University, Jinzhou, 121000, Liaoning, China

    Min Wang & Ting-Ting Zhang

  2. Center for Science and Technology Experiment, Bohai University, Jinzhou, China

    Zhi-Guo Song

Authors
  1. Min Wang
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  2. Zhi-Guo Song
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  3. Ting-Ting Zhang
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Correspondence to Min Wang.

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Wang, M., Song, ZG. & Zhang, TT. Synthesis of 3-aryl-4(3H)-quinazolinones from anthranilic acid, ortho esters, and anilines using Ce(CH3SO3)3·2H2O as catalyst. Monatsh Chem 141, 993–996 (2010). https://doi.org/10.1007/s00706-010-0352-y

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  • DOI: https://doi.org/10.1007/s00706-010-0352-y

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