Structural studies on 9‐hydrazono‐6,7,8,9‐tetrahydro‐4‐oxo‐4H‐pyrido[1,2‐a]pyrimidines by 1H, 13C and 15N NMR spectroscopy

Gábor Tóth, A. Szöllösy, Attila Almásy, Benjámin Podányi, I. Hermecz, Tibor Breining, Zoltán Mészáros

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1H, 13C and 15N NMR studies demonstrated that 9‐hydrazono‐6,7,8,9‐tetrahydro‐4‐oxo‐4H‐pyrido‐[1,2‐a] pyrimidlnes exist as an equilibrium mixture of Z‐E isomers in the hydrazono–imino tautomeric form having an exocyclic double bond. Proton‐catalysed Z‐E interconversion is fast. Substituent and solvent effects revealed that the decisive factors controlling the Z:E ratio are internal hydrogen bonding in the Z‐isomer, stabilization by solvation and steric interaction.

Original languageEnglish
Pages (from-to)687-693
Number of pages7
JournalOrganic Magnetic Resonance
Issue number11
Publication statusPublished - 1983


ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)

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