Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Catalytic Reduction of Heterocyclic Aromatic Amine Oxides with Raney Nickel. I. Reduction of 4-Substituted Pyridine 1-Oxide Derivatives.
林 英作山中 宏清水 和子
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ジャーナル フリー

1959 年 7 巻 2 号 p. 141-145

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Catalytic reduction of various 4-substituted pyridine 1-oxides in neutral medium, with Raney nickel as a catalyst, was carried out at ordinary temperature and pressure. It was thereby found that N-oxide group in these compounds was selectively reduced, irrespective of the substituent in 4-position, and the products were obtained in a good yield of 85∼98%. 4-Nitropyridine 1-oxide afforded 90% of 4-aminopyridine in acetic acid medium and 4-benzyloxypyridine 1-oxide afforded 93% of 4-hydroxypyridine in one step when reduced over a mixed catalyst of palladium-carbon and Raney nickel. It was considered that this process of reduction is the best method for laboratory preparation of 4-substituted pyridines.
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© The Pharmaceutical Society of Japan
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