高等学校化学学报 ›› 2005, Vol. 26 ›› Issue (10): 1845-1848.

• 研究论文 • 上一篇    下一篇

丙烯酸酯基桥联γ-取代的β-二酮吡唑及异噁唑衍生物的合成与表征

郭辉, 韩杰, 庞美丽, 马玉新, 孟继本   

  1. 南开大学化学系, 天津300071
  • 收稿日期:2004-09-20 出版日期:2005-10-10 发布日期:2005-10-10
  • 基金资助:

    国家自然科学基金(批准号:20402009,20490210,20372039)资助.

Synthesis and Characterization of Acrylic Ester Bridged γ-Substituted β-Diketone Pyrazole and Isoxazole Derivatives

GUO Hui, HAN Jie, PANG Mei-Li, MA Yu-Xin, MENG Ji-Ben   

  1. Department of Chemistry,Nankai University,Tianjin 300071,China
  • Received:2004-09-20 Online:2005-10-10 Published:2005-10-10

摘要: 采用丙烯酸酯基桥联γ-取代的β-二酮分别与水合肼和盐酸羟胺反应,合成并表征了含有长链和共轭结构的吡唑和异噁唑类新化合物,研究了不同溶剂对反应的影响.实验结果表明,当用乙醇为反应溶剂时,γ-取代的β-二酮与盐酸羟胺反应得到异噁唑化合物;与水合肼反应不能得到目标吡唑化合物,而得到α,β-不饱和双键被还原的酰肼化合物;当用乙酸作为反应溶剂时,γ-取代的β-二酮与水合肼反应得到目标吡唑类化合物.进一步探讨了生成酰肼化合物的反应历程.

关键词: &beta, -二酮, 吡唑, 异噁唑, 液晶, 水合肼, 盐酸羟胺

Abstract: Synthesis and characterization of a series of long-chain conjugated pyrazoles and isoxazoles were(achieved) through reaction the of acrylic ester bridged γ-substituted β-diketone with hydrazine hydrate and(hydroxylamine) hydrocholoride respectively.The influence of different solvents on the reactions was studied and the results reveal that the reaction outcome depends on the solvent.When alcohol was used as the solvent,isoxazoles were obtained via reaction of γ-substituted β-diketone and hydroxylamine hydrocholoride,while no target pyrazole compounds but α,β-saturated hydrazines were formed via reaction of γ-substituted β-diketone and hydrazine hydrate.When using acetic acid as the solvent,the target pyrazole compounds were obtained.The reaction mechanisms for the formation of α,β-saturated hydrazines were discussed.

Key words: (β-Diketone), Pyrazole, Isoxazoles, Liquid crystal, Hydrazine hydrate, Hydroxylamine hydro-(choloride)

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