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Application of organolithium and related reagents in synthesis, Part XII. Synthesis of phenyl- and pyridylpyridopyridazinones and their derivatives

Anwendungen von Organolithium und verwandten Reagenzien in organischen Synthesen, Teil XII. Synthese von Phenyl- und Pyridylpyridopyridazinonen und ihren Derivaten

  • Organische Chemie Und Biochemie
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Summary

The preparation of the pyridazinones10a,10b,11a,11b, and12a,12b from the ketoamides7,8, and9 and hydrazine hydrate is described. It was found that from ketoamides8b and9b in addition to the expected pyridopyridazinones11b and12b also aminopyridopyridazines14 and15 were formed and that ketoamide7b gave exclusively aminopyridopyridazine13. The pyridopyridazinones10b,11b, and12b were alkylated with alkyl iodides.

Zusammenfassung

Die Darstellung der Pyridazinone10a,10b,11a,11b und12a,12b aus Ketoamiden7,8 und9 und Hydrazinhydrat wird beschrieben. Es wurde festgestellt, daß aus Ketoamiden8b und9b außer den erwarteten Pyridopyridazinonen11b und12b auch Aminopyridopyridazine14 und15 enstanden und daß das Ketoamid7b ausschließlich ins Aminopyridopyridazin13 überführt wurde. Die Pyridopyridazinone10b,11b und12b wurden mit Alkyljodiden alkyliert.

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Authors and Affiliations

  1. Department of Organic Chemistry, University of Łódź, PL-90-136, Łódź, Poland

    J. Epsztajn, J. Z. Brzeziński & K. Czech

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  1. J. Epsztajn
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  2. J. Z. Brzeziński
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  3. K. Czech
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Epsztajn, J., Brzeziński, J.Z. & Czech, K. Application of organolithium and related reagents in synthesis, Part XII. Synthesis of phenyl- and pyridylpyridopyridazinones and their derivatives. Monatsh Chem 124, 549–558 (1993). https://doi.org/10.1007/BF00819523

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  • DOI: https://doi.org/10.1007/BF00819523

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