2-(benzothiazol-2-ylimino-methyl)-4-bromo-phenol | 17385-83-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-(benzothiazol-2-ylimino-methyl)-4-bromo-phenol
• 英文别名: 2-(5-Brom-salicylidenamino)-benzothiazol；2-(1,3-Benzothiazol-2-yliminomethyl)-4-bromophenol
• CAS: 17385-83-0
• 化学式: C₁₄H₉BrN₂OS
• 分子量: 333.208
• InChiKey: ISYPBSADQFBXNG-UHFFFAOYSA-N

物化性质

• 沸点：
  483.9±55.0 °C(Predicted)
• 密度：
  1.61±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 2-(benzothiazol-2-ylimino-methyl)-4-bromo-phenol 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以72%的产率得到C₂₄H₂₂BrClN₂ORuS
  参考文献：
  名称：

  Half-Sandwich Ruthenium Complexes with Schiff-Base Ligands: Syntheses, Characterization, and Catalytic Activities for the Reduction of Nitroarenes

  摘要：

  A series of ruthenium(II) p-cymene complexes containing Schiff-base ligands [Ru(p-cymene)LCl] [HL = pyridyl-salicylimine (2a-2d); HL = thiazol-salicylimine (2e-2h); HL = benzothiazol-salicylimine (2i-2I] have been synthesized and characterized. All Schiff-base ligands and half-sandwich ruthenium complexes were fully characterized by H-1 and C-13 NMR spectra, mass spectrometry, and infrared spectrometry. The molecular structures of ruthenium complexes 2b and 2k were further confirmed by single-crystal X-ray diffraction methods. Furthermore, these half-sandwich ruthenium complexes are active catalysts for the mild hydrogenation of nitroarenes to aromatic anilines in the presence of sodium tetrahydroborate reducing agent in water. The most efficient catalyst, 2b, was found be compatible with nitroarenes of various functional groups.

  DOI：

  10.1021/acs.organomet.5b00933
• 作为产物：
  描述：

  2-巯基苯并噻唑 生成 2-(benzothiazol-2-ylimino-methyl)-4-bromo-phenol
  参考文献：
  名称：

  Conte,M. et al., Bulletin de la Societe Chimique de France, 1967, p. 2834 - 2841

  摘要：

  DOI：

文献信息

• A fluorometric paper-based sensor array for the discrimination of volatile organic compounds (VOCs) with novel salicylidene derivatives
  作者：Thiti Jarangdet、Kornkanya Pratumyot、Kittiwat Srikittiwanna、Wijitar Dungchai、Withawat Mingvanish、Ittipon Techakriengkrai、Mongkol Sukwattanasinitt、Nakorn Niamnont

  DOI：10.1016/j.dyepig.2018.06.044

  日期：2018.12

  In this paper, novel salicylidene fluorescent sensors (1, 2, and 3) were successfully synthesized by the one pot condensation reaction and coated onto filter paper to produce fluorometric paper-based sensor array. The compound 1, 2, and 3 paper-based sensor arrays exhibited rapid fluorescent signal in response to exposure to 15 different VOC vapors. A smartphone was used as an alternative device to

  在本文中，新亚水杨荧光传感器（1，2，和3）成功地被所述一个锅缩合反应合成，并涂覆在滤纸上，以产生荧光基于纸张的传感器阵列。的化合物1，2，和3纸基传感器阵列响应暴露于15种不同的VOC蒸气而显示出快速的荧光信号。使用智能手机作为监视荧光信号外观的替代设备。使用智能手机相机拍摄的图像通过常规图像处理程序分析了RGB值。通过使用主成分分析（PCA）对15个VOC蒸气分析的荧光图像中的ΔRGB数据集（3个荧光团×15个VOC蒸气×4个重复）进行了统计分类，将其分类为15个簇，具有100％的辨别精度。所提出的传感器阵列作为用于VOC蒸气辨别的便携式电子鼻（电子鼻）系统具有很高的潜力。
• Nano‐sized cadmium‐benzothiazole Schiff base complexes: Synthesis, characterization, and the impact of surfactants for cadmium determination
  作者：Mohammed A. Kassem、Reem Kamal Shah

  DOI：10.1002/aoc.7047

  日期：2023.4

  microwave assisted synthesis. These synthesized ligands were used to chelate Cd (II) to produce three nano-sized solid complexes, which were characterized using TEM, FT-IR, and XRD. Then three developed spectrophotometric approaches for ultra-trace quantification of divalent cadmium have been investigated and the sensitivity of these developed methods was enhanced using micellar medium. The influence

  在这篇论文中，三种苯并噻唑-席夫碱，2-([benzothiazol-2-ylimino]methyl)phenol (L1), 2-([benzothiazol-2-ylimino]methyl)-4-chlorophenol (L2), and 2- ([benzothiazol-2-ylimino]methyl)-4-bromophenol (L3)，使用微波辅助合成对环境友好。这些合成的配体用于螯合 Cd (II) 以产生三种纳米尺寸的固体复合物，这些复合物使用 TEM、FT-IR 和 XRD 进行了表征。然后研究了用于二价镉超痕量定量的三种开发的分光光度法，并使用胶束介质提高了这些开发方法的灵敏度。在镉离子定量过程中，监测和确定了缓冲液的类型和用量、pH、表面活性剂的类型和配体的用量的影响。-1的 Cd (II)，检测限分别为 0.407、0.313 和 0.453 μg·mL -1，使用
• Dash, B.; Patra, M.; Praharaj, S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 10, p. 894 - 897
  作者：Dash, B.、Patra, M.、Praharaj, S.

  DOI：——

  日期：——
• Synthesis of Novel Tetrahydro[4,5]imidazo[2,1-b]chromeno[4,3,2-de]quinazoline and Benzothiazol-2-ylaminoxanthenone Derivatives
  作者：Majid M. Heravi、Mina Saeedi、Yahya S. Beheshtiha、Hossein A. Oskooie

  DOI：10.3987/com-11-12201

  日期：——

  Some novel tetrahydroquinazoline and xanthenone derivatives were synthesized from the reaction of dimedone and Schiff base in the presence of sulfamic acid in good yields.
• Half-Sandwich Ruthenium Complexes with Schiff-Base Ligands: Syntheses, Characterization, and Catalytic Activities for the Reduction of Nitroarenes
  作者：Wei-Guo Jia、Hui Zhang、Tai Zhang、Dong Xie、Shuo Ling、En-Hong Sheng

  DOI：10.1021/acs.organomet.5b00933

  日期：2016.2.22

  A series of ruthenium(II) p-cymene complexes containing Schiff-base ligands [Ru(p-cymene)LCl] [HL = pyridyl-salicylimine (2a-2d); HL = thiazol-salicylimine (2e-2h); HL = benzothiazol-salicylimine (2i-2I] have been synthesized and characterized. All Schiff-base ligands and half-sandwich ruthenium complexes were fully characterized by H-1 and C-13 NMR spectra, mass spectrometry, and infrared spectrometry. The molecular structures of ruthenium complexes 2b and 2k were further confirmed by single-crystal X-ray diffraction methods. Furthermore, these half-sandwich ruthenium complexes are active catalysts for the mild hydrogenation of nitroarenes to aromatic anilines in the presence of sodium tetrahydroborate reducing agent in water. The most efficient catalyst, 2b, was found be compatible with nitroarenes of various functional groups.