Synthesis and NMR-Spectroscopic Investigations with 4-Chloroacyl-1-phenylpyrazolin-5-ones

Gernot A. Eller (Corresponding author), Wolfgang Holzer (Corresponding author)

    Publications: Contribution to journalArticlePeer Reviewed

    Abstract

    The synthesis of various 4-​acylpyrazolones I [R = CH2Cl, (CH2)​2Cl, (CH2)​4Cl, etc.] bearing in the acyl moiety either a terminal chloro-​substituent or a terminal ortho-​chlorophenyl group was achieved by reaction of 3-​methyl-​1-​phenyl-​2-​pyrazolin-​5-​one (tautomer to 3-​methyl-​1-​phenyl-​1H-​pyrazol-​5-​ol) with the corresponding acid chloride using calcium hydroxide / 1,​4-​dioxane. In one case (reaction with chlorobutanoyl chloride) a spontaneous cyclization occurred leading to the corresponding oxepino[2,​3-​c]​pyrazole. Detailed NMR spectroscopic investigations with all prepd. compds. were performed.
    Original languageEnglish
    Pages (from-to)132-137
    Number of pages6
    JournalJournal of heterocyclic chemistry
    Volume55
    Issue number1
    DOIs
    Publication statusPublished - Jan 2018

    Austrian Fields of Science 2012

    • 104015 Organic chemistry

    Keywords

    • HETEROCYCLIC-ANALOGS
    • RING-SYSTEMS
    • TAUTOMERISM

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