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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (01): 131-136. 上一篇    下一篇

研究简报

超声波辐射固-液相转移催化下2,5-二取代-1,3,4-噻二唑和N-取代二酰肼的一锅法合成研究

李英俊*,a，候尼波a，靳焜b，孙淑琴a
孙晓晓a， 刘军a，丁万刚a   

  1. (a辽宁师范大学化学化工学院 大连 116029)
    (b大连理工大学精细化工重点实验室 大连 116012)
  • 收稿日期:2007-01-17 修回日期:1900-01-01 发布日期:2008-01-23
  • 通讯作者: 李英俊

A One-Pot Synthesis of 2,5-Disubstituted-1,3,4-thiadiazoles and N-Substituted Dihydrazides under Ultrasonic Irradiation and Solid-Liquid Phase Transfer Catalysis

LI Ying-Jun*,a, HOU Ni-Boa, JIN Kunb, SUN Shu-Qina
SUN Xiao-Xiaoa, LIU Juna, DING Wan-Ganga   

  1. (a College of Chemistry and Chemical Engineering, Liaoning Normal University, Da-lian 116029)
    (b State Key Laboratory of Fine Chemicals, Dalian University of Technol-ogy, Dalian 116012)
  • Received:2007-01-17 Revised:1900-01-01 Published:2008-01-23
  • Contact: LI Ying-Jun

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采用超声波辐射与相转移催化联用技术, 4-甲基苯氧乙酰氯(4)和硫氰酸铵反应得到中间体芳氧乙酰基异硫氰酸酯5, 不经分离直接与芳氨基乙酰肼2反应, 一锅法制得了7个新的2,5-二取代-1,3,4-噻二唑7a～7g和9个新的N-取代二酰肼8a～8i, 并利用IR, 1H NMR, 13C NMR, MS谱和元素分析对其结构进行了表征.

关键词: 1,3,4-噻二唑, 二酰肼, 一锅法合成, 相转移催化, 超声波辐射

A one-pot synthesis of 2,5-disubstituted-1,3,4-thiadiazoles 7a～7g and N-substituted dihy- drazides 8a～8i was performed by the reaction of 4-methyl phenoxyacetyl chloride 4 with ammonium thiocyanate under ultrasonic irradiation and solid-liquid phase transfer catalysis, and subsequent irradiation in the presence of N-arylglycine hydrazides 2. The structures of the new compounds were characterized by IR, 1H NMR, 13C NMR, MS spectra and elemental analysis.

Key words: dihydrazide, 1,3,4-thiadiazole, one-pot synthesis, phase transfer catalysis, ultrasonic irradiation