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Synthesis of some novel phenylfuro[3,2-d]pyrimidine glycosides derivatives with expected antimicrobial activity

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Abstract

Reaction of ethyl 3-amino-5-phenylfuran-2-carboxylate 1 with benzoyl isothiocyanate gave 2,3-dihydro-6-phenyl-2-thioxofuro[3,2-d]pyrimidin-4-one. Compound 3 was reacted with benzyl chloride to afford 2-(benzylthio)-6-phenylfuro[3,2-d]pyrimidin-4-one 4 and also reacted with bromoglucopyranosyl to give S-glycoside 5. The cyclization of ethyl 3-amino-5-phenylfuran-2-carboxylate 1 using thiourea, aniline, and carbon disulfide gave phenylfuro[3,2-d]pyrimidine derivatives. The pharmacological properties for the synthesized compounds were reported.

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Fig. 1
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Acknowledgements

The authors thank College of Science, Jouf University, Sakaka, Kingdom of Saudi and Chemistry Department, Faculty of Science, Zagazig University, Zagazig, for helping to bring out this research. A. F. El-Farargy thanks Prof. Dr. N. Krausa, Lehrstuhl für Organische Chemie, TU Dortmund, Germany, for his continuous help and repeated invitation.

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Authors and Affiliations

  1. Chemistry Department, Collage of Science, Jouf University, P.O. Box 2014, Sakaka, Al-Jouf, Saudi Arabia

    Amira A. Ghoneim & Nadia A. A. Elkanzi

  2. Chemistry Department, Faculty of Science, Zagazig University, Zagazig, Egypt

    Amira A. Ghoneim & Ahmed F. El-Farargy

  3. Chemistry Department, Faculty of Science, Aswan University, Aswan, Egypt

    Nadia A. A. Elkanzi

Authors
  1. Amira A. Ghoneim
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  2. Ahmed F. El-Farargy
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  3. Nadia A. A. Elkanzi
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Correspondence to Amira A. Ghoneim.

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Ghoneim, A.A., El-Farargy, A.F. & Elkanzi, N.A.A. Synthesis of some novel phenylfuro[3,2-d]pyrimidine glycosides derivatives with expected antimicrobial activity. J IRAN CHEM SOC 17, 319–325 (2020). https://doi.org/10.1007/s13738-019-01768-2

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