Synthetic procedure to pyrido[2,1-f][1,2,4]triazinium salt and related compounds

Sándor Bátori, Dorottya Csányi, Daniella Takács, O. Egyed, Z. Riedl, G. Hajós

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

N-aminopyridyl ketone salts were reacted with formamide to yield heteroaromatic pyrido[2,1-f][1,2,4]triazinium salts. Upon storage of these products in the presence of water, formation of covalent hydrates have been observed. Reaction of the same starting compound with urethane yielded 3-chloropyrido[2,1-f][1,2,4]triazinium salt which readily reacted with secondary amines to afford 3-amino derivatives. An analogous ring closure reaction of 2-formylaminomethyl- and formaminobenzylpyridine allowed the synthesis of the partially reduced 3,4-dihydropyrido[2,1-f][1,2,4]triazinium compounds. The cyclization procedure was also applied for the synthesis of the related pyrimido[2,1-f][1,2,4]triazinium salt.

Original languageEnglish
Pages (from-to)180-185
Number of pages6
JournalTetrahedron
Volume75
Issue number2
DOIs
Publication statusPublished - Jan 11 2019

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Salts
Urethane
Cyclization
Hydrates
Ketones
Amines
Derivatives
Water

Keywords

  • Covalent hydrate
  • Fused triazinium salt
  • Heteroaromatic
  • Ring closure
  • Zwitterion

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Synthetic procedure to pyrido[2,1-f][1,2,4]triazinium salt and related compounds. / Bátori, Sándor; Csányi, Dorottya; Takács, Daniella; Egyed, O.; Riedl, Z.; Hajós, G.

In: Tetrahedron, Vol. 75, No. 2, 11.01.2019, p. 180-185.

Research output: Contribution to journalArticle

Bátori, Sándor ; Csányi, Dorottya ; Takács, Daniella ; Egyed, O. ; Riedl, Z. ; Hajós, G. / Synthetic procedure to pyrido[2,1-f][1,2,4]triazinium salt and related compounds. In: Tetrahedron. 2019 ; Vol. 75, No. 2. pp. 180-185.
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AU - Egyed, O.

AU - Riedl, Z.

AU - Hajós, G.

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