Imidazopyridinium and pyridopyrimidium bromides: Synthesis and hydrolysis

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

Research output: Contribution to journalArticle

13 Scopus citations

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

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Imidazopyridinium and pyridopyrimidium bromides: Synthesis and hydrolysis'. Together they form a unique fingerprint.

  • Cite this