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 journalArticle

43 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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