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

doi:10.1021/jo00199a008

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

Penn State Brandywine

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13 Scopus citations

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 language	English (US)
Pages (from-to)	4784-4786
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	49
Issue number	25
DOIs	https://doi.org/10.1021/jo00199a008
State	Published - Dec 1984

All Science Journal Classification (ASJC) codes

Organic Chemistry

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10.1021/jo00199a008

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@article{95334e4f8658405789b30ce8344c0161,

title = "The Preparation and Characterization of Some N-Chloro-2- and N-Chloro-4-Pyridones",

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.",

author = "Katritzky, {Alan R.} and Khan, {Ghulam R.} and Leahy, {David E.} and {De Rosa}, Michael",

year = "1984",

month = dec,

doi = "10.1021/jo00199a008",

language = "English (US)",

volume = "49",

pages = "4784--4786",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "25",

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TY - JOUR

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

AU - Katritzky, Alan R.

AU - Khan, Ghulam R.

AU - Leahy, David E.

AU - De Rosa, Michael

PY - 1984/12

Y1 - 1984/12

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

Abstract

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