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2-chloropyridine : ウィキペディア英語版
2-Chloropyridine

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2-Chloropyridine is an organohalide with the formula C5H4ClN. It is primarily used to generate fungicides and insecticides in industry. It also serves to generate antihistamines and antiarrythymics for pharmaceutical purposes.〔Shimizu, Shinkichi et al. Pyridine and Pyridine Derivatives. ''Ullmann’s Encyclopedia of Industrial Chemistry''. 2000. 〕
== Preparation ==
2-Choropyridine was originally synthesized in 1898 by the chlorination of 2-hydroxypyridine.〔Sell, William J.; Dootson, Frederick W. The chlorine derivatives of pyridine. Part I. Journal of the Chemical Society, Transactions. 1898, 73, pp. 432-441. http://www.rsc.org/ejarchive/CT/1898/CT8987300432.pdf〕
2-Chloropyridine can also be generated by halogenating pyridine. This reaction proceeds under heating by the direct chlorination of pyridine by molecular chlorine to afford a mixture of 2-chloropyridine and 2,6-dichloropyridine.〔
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Another synthesis is to chlorinate pyridinol with phosphoryl chloride.〔
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Alternatively, 2-chloropyridines can be conveniently synthesized in high yields from pyridine-N-oxides.〔P. Naender, B. Gangadasu, Chilukuri Ramesh, B.C. Raju and V.J. Rao. Facile and Selective Synthesis of Chloromethypyridines and Chloropyridines using Diphosgene/Triphosgene. Synthetic Communications. 34, 6, 1097, 2004


抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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