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 2009

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Heterocyclic Compounds
Amines
Methanol
Derivatives

Keywords

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

ASJC Scopus subject areas

  • Drug Discovery
  • Chemistry(all)

Cite this

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. / Okuda, Kensuke; Ohtomo, Hiromi; Tanaka, Fumiaki; Hirota, Takashi; Sasaki, Kenji.

In: Chemical and Pharmaceutical Bulletin, Vol. 57, No. 7, 07.2009, p. 755-758.

Research output: Contribution to journalArticle

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AU - Sasaki, Kenji

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