Synthesis of some N-alkylated and 1,2,4-triazole, 1,3,4-Oxa-, thiadiazoles containing 1H-pyrazolo[3,4-b]pyridine derivatives

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Abstract

N-Furan-2-yl-methylidene-4,6-dimethyl-1H-pyrazolo[3,4-b]pyridin-3-amine was prepared and alkylated, with the appropriate halocompounds, to afford N-alkylated products. The hydrazide formation was converted into the key intermediate thiosemicarbazide which undergo the cyclization reactions under acidic and basic conditions, to give 1,2,4-triazole, 1,3,4-oxa- and thiadiazole derivatives. Condensation of the hydrazide with monosaccharide aldoses gave the corresponding sugar hydrazones, which readily undergo the cyclization reaction, on treatment with acetic anhydride, to afford the oxadiazoline derivatves. The synthesized compounds have been characterized by spectral and elemental analysis.

Original languageEnglish
Pages (from-to)2461-2467
Number of pages7
JournalAsian Journal of Chemistry
Volume23
Issue number6
StatePublished - 2011
Externally publishedYes

Keywords

  • 1,2,4-Triazole
  • 1,3,4-Oxadiazoline
  • 1,3,4-Thiadiazole
  • Condensation
  • Cyclization
  • Pyrazolopyridine
  • Thiosemicarbazide

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