The reaction between β-keto esters and arylamines in the presence of polyphosphoric acid. I. Ethyl benzoylacetate and arylamines

B. Staskun*, S. S. Israelstam

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    45 Citations (Scopus)

    Abstract

    2-Phenyl-4-hydroxyquinolines may be obtained directly from ethyl benzoylacetate and arylamines using polyphosphoric acid. Under certain conditions a mixture of benzoylacetanilide and β-arylaminocinnamate (or anil) is obtained. It is also shown that while the β-arylaminocinnamates give the expected 4-hydroxyquinolines on cyclization when heated with polyphosphoric acid, the benzoylacetanilides tend to give mixtures of the isomeric 2-hydroxy- and 4-hydroxyquinolines.

    Original languageEnglish
    Pages (from-to)3191-3193
    Number of pages3
    JournalJournal of Organic Chemistry
    Volume26
    Issue number9
    Publication statusPublished - 1961

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