1,2-Dipyridazinyl-äthen- und-äthan-1,2-diole aus Pyridazin-carbaldehyden |
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Authors: | Heinisch Gottfried Luszczak Ernst Mayrhofer Andreas |
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Institution: | (1) Pharmazeutisch-Chemisches Institut, Universität Wien, Währinger Stra e 10, A-1090 Wien, Österreich |
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Abstract: | Treatment of pyridazine-4-carboxaldehyde with catalytic amounts of KCN results in formation of pyridazine-4-carboxylic acid and two stereoisomeric diols (4,5). The configurations of4 and5 are explained on basis of the1H-NMR-spectra, the mechanism of reaction is discussed. Pyridazine-3-carboxaldehyde (10) reacts with HCN to form the addition product of10-cyanhydrine to10 (11). HCN-elimination from11 yields the enediol12 which by oxygen is oxidized to pyridazine-3-carboxylic acid or its methyl ester.
Herrn Univ.-Prof. Dr.M. Pailer mit den besten Wünschen zum 65. Geburtstag gewidmet. 5. Mitt.:G. Heinisch, E. Luszczak undM. Pailer, Mh. Chem.105, 763 (1974). |
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