Polycyclic N-heterocyclic compounds. Part 59: Rearrangement reactions of fused tricyclic 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary amines via a Dimroth-type rearrangement

Kensuke Okuda, Hiromi Ohtomo, Fumiaki Tanaka, Takashi Hirota, Kenji Sasaki

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Reaction of some fused tricyclic 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary alkyl amines gave abnormal fused 3-alkyl-4-alkyliminopyrimidines via a Dimroth-type rearrangement, as well as normal substituted 3-(2-alkylaminoethyl) derivatives in methanol. This abnormal rearrangement reaction depended on reaction solvent.

Original languageEnglish
Pages (from-to)755-758
Number of pages4
JournalChemical and Pharmaceutical Bulletin
Volume57
Issue number7
DOIs
Publication statusPublished - Jul 1 2009

Keywords

  • 3-alkyl-4-alkyliminopyrimidine
  • Dimroth rearrangement
  • Heterocycle
  • Pyrimidin-4(3H)-one
  • Tandem reaction

ASJC Scopus subject areas

  • Chemistry(all)
  • Drug Discovery

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