Imidazopyridinium and pyridopyrimidium bromides: Synthesis and hydrolysis

Kevin S. Huang, Makhluf J. Haddadin, Mark J. Kurth

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

The reactions of symmetrical and unsymmetrical 2,2′-dipyridylamines with 1,2-dibromoethane and 1,3-dibromopropane give imidazopyridinium and pyridopyrimidium bromides, respectively. These acetone/CH2Cl2 -insoluble, highly fluorescent quaternary ammonium salts undergo addition/ring opening upon treatment with methanolic KOH to give pyridin-2-one derivatives. A sequential N,N-dialkylation/ring-opening hydrolysis/N,N-dialkylation/ring-opening hydrolysis strategy was developed for the construction of unsymmetrical bis(pyridin-2-ones).

Original languageEnglish (US)
Pages (from-to)2382-2385
Number of pages4
JournalJournal of Organic Chemistry
Volume67
Issue number7
DOIs
StatePublished - Apr 5 2002

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Bromides
Hydrolysis
Ethylene Dibromide
Acetone
Ammonium Compounds
Salts
Derivatives
1,3-dibromopropane

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Imidazopyridinium and pyridopyrimidium bromides : Synthesis and hydrolysis. / Huang, Kevin S.; Haddadin, Makhluf J.; Kurth, Mark J.

In: Journal of Organic Chemistry, Vol. 67, No. 7, 05.04.2002, p. 2382-2385.

Research output: Contribution to journalArticle

Huang, Kevin S. ; Haddadin, Makhluf J. ; Kurth, Mark J. / Imidazopyridinium and pyridopyrimidium bromides : Synthesis and hydrolysis. In: Journal of Organic Chemistry. 2002 ; Vol. 67, No. 7. pp. 2382-2385.
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