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Reactions of cyclic oxalyl compounds, part 29: A simple synthesis of functionalized 1H-pyrimidines

Reaktionen cyclischer Oxalylverbindungen, 29. Mitt.: Eine einfache Synthese funktionalisierter 1H-Pyrimidine

  • Organische Chemie Und Biochemie
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Summary

4-Benzoyl-5-phenylfuran-2,3-dione (1) and the semicarbazones2, ureas and thioureas6, respectively, combine with loss of water and carbondioxide yielding the 1H-pyrimidine derivatives3 and7, respectively, in moderate yields (30–75%). Hydrolysis of3 b leads to the 1-amino-pyrimidine-2-one4.

Zusammenfassung

4-Benzoyl-5-phenylfuran-2,3-dion (1) cyclisiert mit den Semicarbazonen2 sowie den Harnstoffen bzw. Thioharnstoffen6 unter Verlust von H2O und CO2 zu einer Reihe von 1,4,5-substituierten 1H-Pyrimidinen in Ausbeuten von 30–75%. Die an3 b exemplarisch durchgeführte Hydrolyse liefert die 1-Amino-Verbindung4.

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References

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Authors and Affiliations

  1. Fen Edebiyat Faculty, Erciyes University, TR-38039, Kayseri, Turkey

    Behzat Altural, Yunus Akcamur, Emin Saripinar & Ismail Yildirim

  2. Institute of Organic Chemistry, Isotope Department, University of Graz, A-8010, Graz, Austria

    Gert Kollenz

Authors
  1. Behzat Altural
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  2. Yunus Akcamur
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  3. Emin Saripinar
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  4. Ismail Yildirim
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  5. Gert Kollenz
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Cordially dedicated to o. Univ.-Prof. Dr. Hans Junek on the occasion of his 60th birthday

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Altural, B., Akcamur, Y., Saripinar, E. et al. Reactions of cyclic oxalyl compounds, part 29: A simple synthesis of functionalized 1H-pyrimidines. Monatsh Chem 120, 1015–1020 (1989). https://doi.org/10.1007/BF00808773

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  • DOI: https://doi.org/10.1007/BF00808773

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