N-(2-Hydroxy-1-naphthyl-methylen)-2-amino-benzthiazol | 19103-70-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(2-Hydroxy-1-naphthyl-methylen)-2-amino-benzthiazol
• 英文别名: 1-(1,3-Benzothiazol-2-yliminomethyl)naphthalen-2-ol；1-(1,3-benzothiazol-2-yliminomethyl)naphthalen-2-ol
• CAS: 19103-70-9
• 化学式: C₁₈H₁₂N₂OS
• 分子量: 304.372
• InChiKey: AWNJOJASUKPRDV-UHFFFAOYSA-N

物化性质

• 熔点：
  210-213 °C
• 沸点：
  530.0±52.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• 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：

  potassium hexa(isothiocyanato)chromate(III) tetrahydrate 、 N-(2-Hydroxy-1-naphthyl-methylen)-2-amino-benzthiazol 以 乙醇 为溶剂， 以65%的产率得到
  参考文献：
  名称：

  Mishra, V.; Saksena, D. K.; Jain, M. C., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1987, vol. 17, p. 987 - 1002

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基苯并噻唑 、 2-羟基-1-萘甲醛 以 甲醇 为溶剂， 以80 %的产率得到N-(2-Hydroxy-1-naphthyl-methylen)-2-amino-benzthiazol
  参考文献：
  名称：

  含 N、O 席夫碱的锌 (II) 衍生物：合成、表征、计算和生物学研究

  摘要：

  摘要 双齿希夫碱 ( I 1 –I 9 ) 通过取代苯胺、苯并噻唑和 2-羟基芳香醛之间的缩合合成。Zn(II) 衍生物 ( 1–9 ) 的制备方法是，使用三乙胺作为碱，在无水甲醇中，将各自的配体与二水醋酸锌以 2:1 的摩尔比进行反应。它们通过 FTIR、NMR 和单晶 XRD 技术进行表征。XRD 数据证实了6的扭曲四面体分子几何形状; 通过 3-D Hirschfeld 表面分析和 2-D 指纹图全面研究了分子间相互作用。通过应用 3-21 G* 和 6-311++G (d, p)/B3LYP 基组对化合物进行 DFT 研究，以实现几何和能量优化。分子对接数据显示，配体的 GOLD 分数在 51.5-46.7 范围内，而2和3分别显示出良好的适合度分数，分别为 57.7 和 53.3，其中7的最高分数为 60.2 。7的抗菌数据显示，对金黄色葡萄球菌的抑制范围为17.3毫米，对表皮葡萄球菌的抑制范围为16

  DOI：

  10.1080/00958972.2023.2230607

文献信息

• Shimidzu,N.; Uno,T., Chemical and pharmaceutical bulletin, 1973, vol. 21, p. 184 - 190
  作者：Shimidzu,N.、Uno,T.

  DOI：——

  日期：——
• Fluorescent “turn-on” detecting CN− by nucleophilic addition induced Schiff-base hydrolysis
  作者：Qi Lin、Yi Cai、Qiao Li、Bing-Bing Shi、Hong Yao、You-Ming Zhang、Tai-Bao Wei

  DOI：10.1016/j.saa.2015.01.042

  日期：2015.4

  A new chemosensor Sz based on Schiff-base group as recognition site and naphthalene as the fluorescence signal group was designed and synthesised. It could fluorescent "turn-on" detect cyanide (CN-) via a novel mechanism of nucleophilic addition induced Schiff-base hydrolysis. Adding the CN- into the solution of Sz could induce Sz to emit blue fluorescence at 435 nm instantly. Moreover, Sz could also colorimetric detect CN-. Upon the addition of CN-, the Sz showed dramatic color change from yellow to colorless. These sensing procedures could not be interfered by other coexistent competitive anions such as F-, AcO-, H2PO4- and SCN-. In addition, Sz showed high sensitivity for CN-, the detection limits is 3.42 x 10(-8) M of CN-, which is far lower than the WHO guideline of CN- in drinking water (less than 1.9 x 10(-6) M). The CN- test strips based on Sz could act as a convenient CN- test kits. (C) 2015 Elsevier B.V. All rights reserved.
• SYNTHESIS AND CHARACTERISATION OF THE NEW THIAZOLE SCHIFF BASE 2-(2-HYDROXY)NAPHTHYLIDENEAMINO-BENZOTHIAZOLE AND ITS COMPLEXES WITH Co(II), Cu(II), AND Ni(II) IONS
  作者：Sinan Saydam

  DOI：10.1081/sim-120003787

  日期：2002.4.29

  The new ligand 2-(2-hydroxy)naphthylideneamitiobenzothiazole has been synthesised from 2-aminobenzothiazole and 2-hydroxynaphthylaldehyde by condensation in ethanol. Metal complexes of the ligand were prepared with chloride salts of Co(II), Cu(II), and Ni(II) in ethanol. The ligand and its complexes have been characterised by microanalyses, magnetic susceptibility, thermogravimetric analysis, FT-IR, C-13, H-1 NMR, and UV-Visible spectroscopy. From these findings, it is suggested that two ligands coordinate to each metal atom by hydroxyl and the imino nitrogen to form high-spin tetrahedral complexes with Co(II) and Ni(II) while forming diamagnetic binuclear complex with Cu(II).