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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 16
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Original Articles

PREPARATION OF 2-CHLOROPYRIDINE

Jae-Chul Jung Department of Chemistry, College of Natural Sciences, Chungbuk National University, Cheongju, Chungbuk, 361-763, Korea
,
Young-Jo Jung Department of Chemistry, College of Natural Sciences, Chungbuk National University, Cheongju, Chungbuk, 361-763, Korea
&
Oee-Sook Park Department of Chemistry, College of Natural Sciences, Chungbuk National University, Cheongju, Chungbuk, 361-763, Korea
Pages 2507-2511 | Received 10 Nov 2000, Published online: 09 Nov 2006
 
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Abstract

Regiospecific chlorination of pyridine-N-oxide to give 2-chloropyridine was achieved in 90% yield with 99.2% selectivity by treatment with phosphorus oxychloride in the presence of a stoichiometric amount of triethylamine. Other chlorinating agents such as sulfuryl chloride, p-toluenesulfonyl chloride, trichloroacetyl chloride, benzenesulfonyl chloride and methanesulfonyl chloride produced 2-chloropyridine also under these conditions, albeit in moderate yield.

ACKNOWLEDGMENTS

This work has been supported by the Basic Science Research Institute Program (BSRI-99-3433), Ministry of Education, Republic of Korea.

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Related Research Data

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