Flash vacuum pyrolysis (F.V.P.) of 1,2,4-benzotriazine derivatives

Zsuzsanna Riedl, György Hajós, Walter J. Peláez, Ioulia T. Gafarova, Elizabeth L. Moyano, Gloria I. Yranzo

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Flash vacuum pyrolysis of 3-methylsulfanyl-1,2,4-benzotriazine N-oxide, 3-methylsulfanyl-1,2,4-benzotriazine, and 3-phenyl-1,2,4-benzotriazine are described. The N-oxide derivative underwent deoxygenation between 500 and 600°C, whereas at higher temperatures both methylsulfanyl compounds, besides yielding the same products, also gave benzimidazole formed by an independent mechanism. Transformation of these derivatives between 600 and 750°C led to formation of a complex reaction mixture indicating the radical nature of the processes. The phenyl substituted derivative was studied between 575 and 650°C and afforded benzonitrile and traces of biphenylene.

Original languageEnglish
Pages (from-to)851-856
Number of pages6
JournalTetrahedron
Volume59
Issue number6
DOIs
Publication statusPublished - Feb 3 2003

Keywords

  • Benzotriazines
  • Flash vacuum pyrolysis
  • Heterocycles
  • Radicals

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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