4-氟-1,2-二氢-3,6-哒嗪二酮及其衍生物的合成

高等学校化学学报 ›› 1984, Vol. 5 ›› Issue (3): 350.

4-氟-1,2-二氢-3,6-哒嗪二酮及其衍生物的合成

田官荣, 林成极

延边大学化学系

收稿日期:1982-11-10 出版日期:1984-06-24 发布日期:1984-06-24

SYNTHESIS OF 4-FLUORO-1,2-DIHYDRO-3,6- PYRIDAZINDIONE AND ITS DERIVATIVES

Tian Guanrong, Lin chengji

Department of Chemistry, Yan Bian University, Yanji

Received:1982-11-10 Online:1984-06-24 Published:1984-06-24

摘要/Abstract

摘要： 本文报导了4-氟-1,2-二氢-3,6-哒嗪二酮(Ⅱ)及其衍生物3,6-二氯-4-氟哒嗪(Ⅲ)、3-甲氧基-4-氟-6-氯哒嗪(Ⅳ)、3-邻甲苯氧基-4-氟-6-氯哒嗪(Ⅵ)、1-苯基-3-羟基-4-氟-6-哒嗪酮(Ⅶ)等五种新化合物的合成,探讨了(Ⅲ)同亲核试剂的反应性能和部分化合物的药理实验结果.

Abstract: 4-Fluoro-1,2-dihydro-3,6-pyridazindione( Ⅱ ) and 1-phenyl-3-hydro-xy-4-fluOro-6-pyridazinone (Ⅶ) were prepared by reaction of fluoro maleic anhydride with hydrazine hydrate and phenyl hydrazine, respectively. (Ⅱ) reacted with phosphorus oxychloride to afford 3,6-dichloro-4-fluoro-pyridazine( Ⅲ ). ( Ⅲ ) reacted with sodium methoxide, in equal molar ratio, to give 3-methoxy-4-fluoro-6-chloro-pyridazine (Ⅳ), while in 1 to 3 ratios, to give 3,4-dimethoxy-6-chloro-pyridazine (Ⅴ). (Ⅲ) reacted with sodium o-metnyl-phenoxide, to give 3-o-methyl-phenoxy-4-fluoro-6-chloro-pyridazine(Ⅵ). In(Ⅲ), nucleophilic displacement is taken place preferably at 3th position. (Ⅱ), (Ⅲ), (Ⅳ), (Ⅵ) and (Ⅶ) are new compounds. (Ⅱ) has a plant growth regulator property and (Ⅶ) has an anticonvulsemt effect.

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田官荣, 林成极. 4-氟-1,2-二氢-3,6-哒嗪二酮及其衍生物的合成. 高等学校化学学报, 1984, 5(3): 350.

Tian Guanrong, Lin chengji . SYNTHESIS OF 4-FLUORO-1,2-DIHYDRO-3,6- PYRIDAZINDIONE AND ITS DERIVATIVES. Chem. J. Chinese Universities, 1984, 5(3): 350.