Acylation of guanylhydrazones derived from cyclic ketones

Synthesis of 3-acylamino-1-cycloalkenyl-5-methyl-1H-1,2,4-triazoles

Z. Györgydeák, Wolfgang Holzer

Research output: Contribution to journalArticle

15 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 - 1998

Fingerprint

Camphor
Diacetyl
Acylation
Ketones
Acetates
Nuclear magnetic resonance
1,2,4-triazole
4-chromanone
acetic anhydride
indacrinone

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Acylation of guanylhydrazones derived from cyclic ketones : Synthesis of 3-acylamino-1-cycloalkenyl-5-methyl-1H-1,2,4-triazoles. / Györgydeák, Z.; Holzer, Wolfgang.

In: Heterocycles, Vol. 48, No. 7, 1998, p. 1395-1406.

Research output: Contribution to journalArticle

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