The Preparation and Characterization of Some N-Chloro-2- and N-Chloro-4-Pyridones

Alan R. Katritzky, Ghulam R. Khan, David E. Leahy, Michael De Rosa

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

2-Pyridone and 5-chloro-2-pyridone with NaOCl yield 1-chloro-2-pyridone and 1,5-dichloro-2-pyridone, respectively, which rapidly rearrange into 5-chloro- and 3,5-dichloro-2-pyridone. 3,5-Dichloro-2-pyridone with NaOCl yields 1,3,5-trichloro-2-pyridone which shows considerable stability. 4-Pyridone is similarly converted by NaOCl into 3,5-dichloro-4-pyridone via an unstable N-chloro derivative. 1,3,5-Trichloro-4-pyridone was obtained from 3,5-dichloro-4-pyridone and NaOCl.

Original languageEnglish (US)
Pages (from-to)4784-4786
Number of pages3
JournalJournal of Organic Chemistry
Volume49
Issue number25
DOIs
StatePublished - Jan 1 1984

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2-hydroxypyridine
4-pyridone
Derivatives
5-chloro-2-pyridone

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Katritzky, Alan R. ; Khan, Ghulam R. ; Leahy, David E. ; De Rosa, Michael. / The Preparation and Characterization of Some N-Chloro-2- and N-Chloro-4-Pyridones. In: Journal of Organic Chemistry. 1984 ; Vol. 49, No. 25. pp. 4784-4786.
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abstract = "2-Pyridone and 5-chloro-2-pyridone with NaOCl yield 1-chloro-2-pyridone and 1,5-dichloro-2-pyridone, respectively, which rapidly rearrange into 5-chloro- and 3,5-dichloro-2-pyridone. 3,5-Dichloro-2-pyridone with NaOCl yields 1,3,5-trichloro-2-pyridone which shows considerable stability. 4-Pyridone is similarly converted by NaOCl into 3,5-dichloro-4-pyridone via an unstable N-chloro derivative. 1,3,5-Trichloro-4-pyridone was obtained from 3,5-dichloro-4-pyridone and NaOCl.",
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The Preparation and Characterization of Some N-Chloro-2- and N-Chloro-4-Pyridones. / Katritzky, Alan R.; Khan, Ghulam R.; Leahy, David E.; De Rosa, Michael.

In: Journal of Organic Chemistry, Vol. 49, No. 25, 01.01.1984, p. 4784-4786.

Research output: Contribution to journalArticle

TY - JOUR

T1 - The Preparation and Characterization of Some N-Chloro-2- and N-Chloro-4-Pyridones

AU - Katritzky, Alan R.

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AU - De Rosa, Michael

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N2 - 2-Pyridone and 5-chloro-2-pyridone with NaOCl yield 1-chloro-2-pyridone and 1,5-dichloro-2-pyridone, respectively, which rapidly rearrange into 5-chloro- and 3,5-dichloro-2-pyridone. 3,5-Dichloro-2-pyridone with NaOCl yields 1,3,5-trichloro-2-pyridone which shows considerable stability. 4-Pyridone is similarly converted by NaOCl into 3,5-dichloro-4-pyridone via an unstable N-chloro derivative. 1,3,5-Trichloro-4-pyridone was obtained from 3,5-dichloro-4-pyridone and NaOCl.

AB - 2-Pyridone and 5-chloro-2-pyridone with NaOCl yield 1-chloro-2-pyridone and 1,5-dichloro-2-pyridone, respectively, which rapidly rearrange into 5-chloro- and 3,5-dichloro-2-pyridone. 3,5-Dichloro-2-pyridone with NaOCl yields 1,3,5-trichloro-2-pyridone which shows considerable stability. 4-Pyridone is similarly converted by NaOCl into 3,5-dichloro-4-pyridone via an unstable N-chloro derivative. 1,3,5-Trichloro-4-pyridone was obtained from 3,5-dichloro-4-pyridone and NaOCl.

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