1-benzoyl-3-(4-phenylazophenyl)thiourea | 96938-58-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 1-benzoyl-3-(4-phenylazophenyl)thiourea
• 英文别名: N-benzoyl-N'-{4-[(E)-2-phenyldiazenyl]phenyl}thiourea；N-[(4-phenyldiazenylphenyl)carbamothioyl]benzamide
• CAS: 96938-58-8
• 化学式: C₂₀H₁₆N₄OS
• 分子量: 360.439
• InChiKey: MHSUAFYCAOSBHD-UHFFFAOYSA-N

物化性质

• 熔点：
  198-199 °C(Solv: ethanol (64-17-5))
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  97.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-benzoyl-3-(4-phenylazophenyl)thiourea 在 溴 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以97%的产率得到N-(6-Phenylazo-benzothiazol-2-yl)-benzamide
  参考文献：
  名称：

  一些新的N-取代的2-氨基苯并噻唑，2-氨基噻唑并吡啶和2-氨基噻唑并喹啉的合成及光谱表征

  摘要：

  通过在乙酸中用溴将N，N′-二取代的硫脲衍生物环化，制备了一系列N-取代的2-氨基苯并噻唑，2-氨基噻唑并吡啶和2-氨基噻唑并喹啉。介绍并讨论了这些化合物的uv，ir和nmr数据。

  DOI：

  10.1002/jhet.5570220322
• 作为产物：
  描述：

  苯甲酰氯 在 盐酸 作用下， 以 丙酮 为溶剂， 反应 2.5h， 生成 1-benzoyl-3-(4-phenylazophenyl)thiourea
  参考文献：
  名称：

  Naked eye sensing of anions using thiourea based chemosensors with real time application

  摘要：

  Novel chromogenic sensors with thiourea moiety as receptor unit were synthesized and characterized using IR and NMR spectroscopic techniques. The receptors 1 and 2 bearing hydrogen bonding site demonstrate visually striking color change, UV-vis, and fluorescence responses for F-, AcO-, and OH- over other anions such as Cl-, Br-, H2PO4- and HSO4-. Both the receptors 1 and 2 demonstrate detection limit at micro molar level. Further insight to the nature of interaction between receptors and anions was studied using H-1 NMR titration experiment. In particular, the fluoride of tooth paste and mouthwash in water phase can be detected by receptor 2. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.005

文献信息

• Synthesis and spectroscopic properties of some new<i>N,N'</i>-disubstituted thiorueas of potential biological interest
  作者：George Y. Sarkis、Essam D. Faisal

  DOI：10.1002/jhet.5570220134

  日期：1985.1

  Thirty-six new N,N'-disubstituted thioureas have been synthesized by the reaction of phenyl-, p-fluorophenyl- and benzoylisothiocyanates with various substituted anilines, aminopyridines and 4-aminoquinolines. The uv, ir and nmr spectral data are presented and discussed.

  通过使苯基，对氟苯基和苯甲酰基异硫氰酸酯与各种取代的苯胺，氨基吡啶和4-氨基喹啉反应，已经合成了三十六种新的N，N′-二取代的硫脲。介绍并讨论了uv，ir和nmr光谱数据。
• Synthesis and spectral characterization of some new<i>N</i>-substituted 2-aminobenzothiazoles, 2-aminothiazolopyridines and 2-aminothiazoloquinolines
  作者：George Y. Sarkis、Essam D. Faisal

  DOI：10.1002/jhet.5570220322

  日期：1985.5

  A series of N-substituted 2-aminobenzothiazoles, 2-aminothiazolopyridines, and 2-aminothiazoloquinolines were prepared by the cyclization of N,N'-disubstituted thiourea derivatives by bromine in acetic acid. The uv, ir and nmr data for these compounds are presented and discussed.

  通过在乙酸中用溴将N，N′-二取代的硫脲衍生物环化，制备了一系列N-取代的2-氨基苯并噻唑，2-氨基噻唑并吡啶和2-氨基噻唑并喹啉。介绍并讨论了这些化合物的uv，ir和nmr数据。
• Naked eye sensing of anions using thiourea based chemosensors with real time application
  作者：G. Vinithra、S. Suganya、S. Velmathi

  DOI：10.1016/j.tetlet.2013.08.005

  日期：2013.10

  Novel chromogenic sensors with thiourea moiety as receptor unit were synthesized and characterized using IR and NMR spectroscopic techniques. The receptors 1 and 2 bearing hydrogen bonding site demonstrate visually striking color change, UV-vis, and fluorescence responses for F-, AcO-, and OH- over other anions such as Cl-, Br-, H2PO4- and HSO4-. Both the receptors 1 and 2 demonstrate detection limit at micro molar level. Further insight to the nature of interaction between receptors and anions was studied using H-1 NMR titration experiment. In particular, the fluoride of tooth paste and mouthwash in water phase can be detected by receptor 2. (C) 2013 Elsevier Ltd. All rights reserved.