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有机化学
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有机化学 ›› 2001, Vol. 21 ›› Issue (9): 681-684. 上一篇    下一篇

研究论文

新型多取代硫代半卡巴腙类配体的合成与结构表征

赵文献;赵明根   

  1. 河南商丘师范学院化学系.;山西忻州师范学院化学系.
  • 发布日期:2001-09-25

Synthesis and characterization of some multi-substituted thiosemicarbazones as the multi-dental ligands of mtal ions

Zhao Wenxian;Zhao Minggen   

  1. Henan.;Shanxi.
  • Published:2001-09-25

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351

被引次数

4

为发展金属离子配体，设计合成了一系列新型多取代氨基硫脲。烯丙基异硫氰酸酯与水合肼溶液反应，制得4-烯丙基氨基硫脲(1)。1分别与联乙酰(2,3-丁二酮)、水合茚三酮、乙二醛反应，合成出联乙酰双缩(4-烯丙基氨基硫脲)(2)、茚三酮-1,3-二缩(4-烯丙基氨基硫脲)(5)、乙二醛二缩(4-烯丙基氨基硫脲)(6)。联乙酰和氨基硫脲反应制备出联乙酰双缩氨基硫脲(3)，环己酮与1在无水乙醇中回流反应合成出环己酮缩(4-烯丙基氨基硫脲)(4)。缩合反应操作简便，条件温和，反应时间只需0.5～2h，产物收率达到70%～87%。这些化合物均未见报道，其结构通过元素分析，IR、^1HNMR和MS进行鉴定。初步测试了它们对金属离子的配位性能，这些多取代氨基硫脲配体很容易与Cu^2^+、Co^2^+、Ni^2^+、Zn^2^+、Ag^+、Hg^2^+、Hg^2^+~2及稀土离子形成稳定的螯合物。

关键词: 硫代半卡巴腙, 取代度, 氨基硫脲P, 烯丙基, 合成, 金属络合物, 结构表征, 波谱分析

4-Allylthiosemicarbazide (1), prepared from allyl isothiocyanate and hydrazine, reacted with butane-2, 3-dione, ninhydrin, or glyoxal to give the corresponding bsutane- 2, 3-dione bis-(4- allylthiosemicarbazone) (2), ninhydrin-1, 3-bis(4- allylthiosemicarbazone) (5), or glyoxal bis(4-allylthiosemicarbazone) (6), respectively. Butane-2, 3-dione bis-thiosemicarbazone(3) was obtained via the reaction of butane-2, 3-dione and aminothiourea. Cyclohexanone 4-allylthiosemicarbazone(4) was also prepared in a similar way. The complexation behavior of there compounds with some metal ions under different conditions was briefly investigated.

Key words: SUBSTITUTION DEGREE, THIOSEMICARBAZIDE P, ALLYL GROUP, SYNTHESIS, METAL COMPLEX, STRUCTURE CHARACTERISTICS, SPECTROMETRIC ANALYSIS

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