N-苯甲酰基-N’-苯并噻唑硫脲的合成及其阴离子识别研究
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O657.3

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河南省科技厅基础与前沿研究项目


Synthesis of N-benzoyl- N’- benzothiazole Thiourea and Anion Recognition
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    摘要:

    以PEG-400为催化剂,在固液相转移催化条件下,在二氯甲烷溶剂中,以苯甲酰氯、硫氰酸铵和2-氨基苯并噻唑为原料,合成了N-苯甲酰基-N’-苯并噻唑硫脲(化合物1)。该化合物经1HNMR及IR光谱等手段进行了表征。利用UV-Vis和1H NMR测试其对F- 、AcO- 、Cl- 、Br-、I-和H2PO4-等阴离子识别性能。结果表明,该化合物在DMSO溶液中对F-和AcO-表现出明显的选择性识别。1H NMR光谱表明,该化合物1与阴离子之间以氢键相结合,根据摩尔比法得出该化合物与F-阴离子之间形成1:1型氢键缔合物,该化合物与AcO-阴离子之间形成2:1型氢键缔合物。

    Abstract:

    Under the condition of solid-liquid phase transfer catalysis, N-benzoyl- N’- benzothiazole thiourea (compounds 1) was synthetised using benzoyl chloride, ammonium thiocyanate and 2-aminobenzothiazole in the presence of PEG-400 as catalyst and methylene dichloride as solvent. Its structures were characterized by elementary, 1HNMR, IR. The interactions between compound 1 and anions(F-, AcO-, Cl-, Br-, I- and H2PO4- ) were studied by UV-Vis absorption and 1H NMR spectroscopy in DMSO. The results showed a high selectivity for F- and AcO-, however, no obvious interaction was found for Cl- 、Br-、I- and H2PO4-. The mole ratio method indicates that the compound 1 with F- through hydrogen bonds formed stable 1:1 complexes. 2:1 complex is formed between the compound 1 and AcO- anion through hydrogen bonding interactions.

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黄运瑞. N-苯甲酰基-N’-苯并噻唑硫脲的合成及其阴离子识别研究[J].精细化工,2018,35(8):0

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  • 收稿日期:2017-06-09
  • 最后修改日期:2017-10-16
  • 录用日期:2017-11-07
  • 在线发布日期: 2018-07-10
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