Studies on the Syntheses of Pyridazine Derivatives. VI : Reactions of 3, 6-Dialkoxypyridazine 1-Oxide with Alkyl Halides and Acyl Halides. (1)

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  • Pyridazine誘導体の合成研究(第6報) : 3,6-Dialkoxypyridazine 1-Oxide類とハロゲン化アルキルおよびハロゲン化アシルとの反応 その1

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Twenty-four kinds of pyridazinone derivatives (II) were synthesized by the application of methyl or ethyl iodide, acetyl, benzoyl, or benzyl chloride, or 2-bromoacetophenone to 3, 6-dimethoxy-, 3, 6-diethoxy-, 3, 6-dimethoxy-4-methyl-, and 3, 6-diethoxy-4-methylpyridazine 1-oxides (I), and infrared and ultraviolet spectra of II were measured. Reactivity of these reagents decreased in the order of acetyl chloride, benzoyl chloride, methyl and ethyl iodide, and benzyl chloride. 1-Phenacy1oxy-3-alkoxy-6(1H)-pyridazi-nones (II<13∼16>) were found to undergo decomposition by heat, alcohol, acid, and alkali to form 3-alkoxy-6(1H)-pyridazinones (IIIa, b, c) and phenylglyoxal (IV).

Journal

  • YAKUGAKU ZASSHI

    YAKUGAKU ZASSHI 86 (2), 81-87, 1966

    The Pharmaceutical Society of Japan

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