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- W2149569891 abstract "Synthesis of substituted 2-amino-3-hydroxy-pyridines by nucleophilic displacement of a halogene in halopyridines2-Amino-3,5-dihalogeno-pyridines (halogene: chlorine and/or bromine) react with bases in aqueous-alcoholic or in aprotic polar solvents to the corresponding 2-amino-3-hydroxy-5-halogeno-pyridines. In higher alcohols as solvents pyridyl-alkylethers are formed which then undergo ether-cleavage. As a by-product a mono-dehalogenated compound, 2-amino-5-halogeno-pyridine, is formed, but no 2-amino-3-halogeno-pyridine is dependent on the nature of the leaving group at position 3, on the base, and on the solvent. Copper or its salts accelerate the formation of pyridin-3-ols as well as the dehalogenation of the pyridines at position 3.No evidence has been found for the formation of a 3,4-pyridine by dehydrohalogenation of the halopyridines or for the formation of 2-amino-3-halogeno-5-hydroxy-pyridines by the ANRORC-mechanism. Hence it is assumed that the above mentioned reactions proceed via a radical-anion mechanism." @default.
- W2149569891 created "2016-06-24" @default.
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- W2149569891 date "1977-09-21" @default.
- W2149569891 modified "2023-09-27" @default.
- W2149569891 title "Herstellung substituierter 2-Amino-3-hydroxypyridine durch nucleophilen Substituentenaustausch an Halogenpyridinen" @default.
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- W2149569891 doi "https://doi.org/10.1002/hlca.19770600626" @default.
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