高等学校化学学报 ›› 1986, Vol. 7 ›› Issue (5): 417.

• 研究论文 • 上一篇    下一篇

4-氟-3-羟基-1-取代苯基-6-哒嗪酮及其衍生物的合成

崔应涉, 林成极, 田官荣   

  1. 延边大学化学系
  • 收稿日期:1985-02-06 出版日期:1986-05-24 发布日期:1986-05-24
  • 基金资助:

    中国科学院科学基金

The Synthesis of 4-Fluoro-3-Hydroxy-1-Substituted Phenyl-6-Pyridazinones and Their Derivatives

Cui Yingshe, Lin Chengji, Tian Guanrong   

  1. Department of Chemistry, Yan Bian University, Yanji
  • Received:1985-02-06 Online:1986-05-24 Published:1986-05-24

摘要: 报导4-氟-3-羟基-1-取代苯基-6-哒嗪酮及其衍生物的合成,氟代顺丁烯二酸酐和取代苯肼类反应的研究结果及部分化合物的药理实验结果。

Abstract: 4-Fluoro-3-hydroxy-1-substituted phenyl-6-pyridazinones were prepared by the condensation of fluoro maleic anhydride ( Ⅰ ) with substituted phenyl hydrazines [Substituents: R(Ⅱ)=m-CF3; R(Ⅲ) = p-CH3; R(Ⅳ)=o-CH3; R(Ⅴ) = p-Br]. It was identified that compounds ( Ⅱ ), (Ⅲ), (Ⅳ) and (Ⅴ) exist in the form lactim and the fluorine atoms in these compounds are at C4 position in pyridazine ring. The reaction of ( Ⅰ ) with m-trifluoro methyl phenyl hydrazine in dilute hydrochloric acid gave N-(m-trifluoro methyl anilino)-fluoro maleimide (Ⅳ) which can be converted into ( Ⅱ ) in concentrated hydrochloric acid. The reaction of (Ⅲ) and (Ⅴ) with phosphorus oxy chloride gave corresponding3,4-dichloro substituted compounds (Ⅶ) and (Ⅷ) respectively. The reaction of (Ⅲ) with methyl sulfate gave 3 ,4-dimethoxy-l-(p-tolyl)-6-pyridazinone(Ⅸ ). Compounds ( Ⅱ ), ( Ⅲ ) and (Ⅷ) have a good effect on preventing the rice-blast, anti-intestinal spasm and tuberculostatic activity, respectively.

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