Several kinds of 3-phenoxypyridines were prepared from 3-pyridinol. 2, 3′-Dipyridyl ethers were also prepared and nitrated, affording 5-nitro-2, 3′-dipyridyl ether, the nitro group of which was located by decomposition with piperidine and by the synthesis of this compound from 2-chloro-5-nitropyridine and 3-pyridinol. Reduction of this nitro compound with stannous chloride and hydrochloric acid gave the 5-amino derivative while catalytic reduction with palladium-carbon in methanol afforded 5, 5′-azoxy compound.
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Fumio Yoneda (1957) studied this question.
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