Acylation of guanylhydrazones derived from cyclic ketones: Synthesis of 3-acylamino-1-cycloalkenyl-5-methyl-1H-1,2,4-triazoles

Zoltan Györgydeák, Wolfgang Holzer

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Reaction of guanylhydrazones derived from different cycloalkanones, 1-indanone and 4-chromanone, respectively, with excessive acetic anhydride leads to the formation of 3-acetylamino-1-cycloalkenyl-5-methyl-1H-1,2,4-triazoles. However, with camphor guanylhydrazone only the corresponding N,N'-diacetyl-guanylhydrazone was obtained, whereas 2-adamantone guanylhydrazone afforded 2-(3-acetylamino-5-methyl-1,2,4-triazol-1-yl)-2-adamantyl acetate. Detailed NMR spectroscopic studies (1H, 13C) with the title compounds and their guanylhydrazone precursors are presented.

Original languageEnglish
Pages (from-to)1395-1406
Number of pages12
JournalHeterocycles
Volume48
Issue number7
Publication statusPublished - Dec 1 1998

    Fingerprint

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Cite this