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KMID : 0370220130570050316
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Yakhak Hoeji
2013 Volume.57 No. 5 p.316 ~ p.322
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Synthesis of its Tautomeric Forms and New 6-Substituted Pyridazin-3(2H)-one Analogs
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Kim Chae-Won
Park Myung-Sook
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Abstract
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The new pyridazinone analogs were synthesized for development of candidates to retain anticancer activity. Various 6-substituted pyridazin-3(2H)-ones were prepared from the pyridazinyl chloride 3a~d via endothermic nucleophilic substitution with hydroxide ion as nucleophile for 2~48 h. Pyridazinyl chloride 3a~d could be converted to hydroxypyridazines (or pyridazin-3(2H)ones) using 1~5 equivalents of water (or 1 equivalent of sodium hydroxide) at reflux in DMF. The tautomerism of lactim form to lactam form was also accomplished in pyridazine derivatives. Formation of pyridazinones 10 was undertaken with stirring using sodium hydroxide at reflux in DMF for 2 h. Synthetic compounds were identified using NMR spectrum.
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KEYWORD
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pyridazinones, hydroxypyridazines, endothermic nucleophilic substitution, tautomeric forms
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