Heterocyclic Synthesis with Azides. I. The Reaction of Hydrazoic Acid with Ethoxymethylenemalonate

Augustine Donkor, Rolf H Prager, Malcolm J Thompson

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    2 Citations (Scopus)

    Abstract

    Reaction of diethyl ethoxymethylenemalonate with sodium azide in trifluoroacetic acid at 20' gives ethyl 5-ethoxyisoxazole-4-carboxylate (67%), diethyl cyanomalonate (21%) and diethyl ethoxyaminomethylenemalonate (5%). The last compound and its tautomer are converted into ethyl l-ethoxy-3-oxo-2, 3-dihydro-1H-pyrazole-4-carboxylatTeh.e product stuctures have been confirmed by synthesis or degradation.

    Original languageEnglish
    Pages (from-to)1571-1576
    Number of pages6
    JournalAustralian Journal of Chemistry
    Volume45
    Issue number10
    DOIs
    Publication statusPublished - 1992

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