YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Syntheses of Heterocyclic Compounds of Nitrogen. (Torizo Takahashi). LXVII
Phenyl Pyridyl Ethers. (3)
Juichiro ShibasakiTorizo Takahashi
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1952 Volume 72 Issue 3 Pages 381-384

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Abstract
1) Oxidation of 2-amino-5-chloro (or bromo) pyridine in sulfuric acid solution with hydrogen peroxide gives 2-nitro-5-chloro (or bromo) pyridine in a good yield. This method applied on 2-amino-5-iodopyridine results in its decomposition with liberation of iodine.
2) Application of sodium phenoxide to 2-nitro-5-chloro (or bromo) pyridine in alcoholic solution does not result in the formation of phenyl pyridyl ethers. On the contrary, application of sodium thiophenoxide under the same conditions results in the formation of phenyl pyridyl-(5) thioethers. Application of sodium alcoxides results in the formation of 2-alcoxy-5-chloro (or bromo) pyridines.
3) Application of sodium ethylmercaptide to 2-nitro-5-bromopyridine in alcohol or benzene solution results in the formation of 2-amino-5-bromopyridine.
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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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