5-(2-Benzthiazolylazo)-8-hydroxy-chinolin | 70965-21-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5-(2-Benzthiazolylazo)-8-hydroxy-chinolin
• 英文别名: 5-(benzothiazol-2-yldiazenyl)-8-hydroxyquinoline；5-(benzo[d]thiazol-2-ylazo)-quinolin-8-ol；5-(2-benzothiazolylazo)-8-hydroxyquinoline；5-[2-(1,3-Benzothiazol-2-yl)hydrazinylidene]quinolin-8(5H)-one；5-(1,3-benzothiazol-2-yldiazenyl)quinolin-8-ol
• CAS: 70965-21-8
• 化学式: C₁₆H₁₀N₄OS
• 分子量: 306.348
• InChiKey: UOFDZBFOEPUHAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 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：
  99
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(2-Benzthiazolylazo)-8-hydroxy-chinolin 在 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 以78%的产率得到2-[(8-chloroquinolin-5-yl)azo]benzo[d]thiazole
  参考文献：
  名称：

  氯与硫醇的亲核取代制备RS取代的1-（噻唑-2-基偶氮）萘

  摘要：

  硫醇与氯取代的2-（萘-1-基）偶氮噻唑在某些碱同时存在下并平行运行的过程中，通过硫醇与氯代的2-（萘-1-基）偶氮噻唑的反应形成一系列不同的巯基取代的2-（萘-1-基）偶氮噻唑。连续反应。

  DOI：

  10.1002/ejoc.201801656
• 作为产物：
  描述：

  8-羟基喹啉 、 2-氨基苯并噻唑 在 亚硝基磺酸 、 硫酸 、 溶剂黄146 、 丙酸 、 sodium nitrite 作用下， 以 甲醇 为溶剂， 以52%的产率得到5-(2-Benzthiazolylazo)-8-hydroxy-chinolin
  参考文献：
  名称：

  氯与硫醇的亲核取代制备RS取代的1-（噻唑-2-基偶氮）萘

  摘要：

  硫醇与氯取代的2-（萘-1-基）偶氮噻唑在某些碱同时存在下并平行运行的过程中，通过硫醇与氯代的2-（萘-1-基）偶氮噻唑的反应形成一系列不同的巯基取代的2-（萘-1-基）偶氮噻唑。连续反应。

  DOI：

  10.1002/ejoc.201801656

文献信息

• Roebisch, G.; Friedemann, W.; Gruendemann, E., Journal fur praktische Chemie (Leipzig 1954), 1981, vol. 323, # 6, p. 979 - 984
  作者：Roebisch, G.、Friedemann, W.、Gruendemann, E.

  DOI：——

  日期：——
• Azo-8-hydroxyquinoline dyes: The synthesis, characterizations and determination of tautomeric properties of some new phenyl- and heteroarylazo-8-hydroxyquinolines
  作者：Aytül Saylam、Zeynel Seferoğlu、Nermin Ertan

  DOI：10.1016/j.molliq.2014.02.027

  日期：2014.7

  Two series of new heterocyclic and carbocyclic disperse azo dyes based on 8-hydroxyquinoline were prepared and characterized by FT-IR, H-1 NMR, mass spectroscopic techniques and elemental analysis. Their solvatochromic properties in different solvents were investigated and their absorption spectra were strongly solvent dependent The acid and base effects on this equilibrium were also examined. In addition, the colors of dyes were discussed with respect to the nature of the carbocyclic and heterocyclic rings and substituent therein. To determine the tautomeric forms of the prepared dyes in solid state, X-ray data for 5-(5-methylthiazol-2-yldiazenyl)-8-hydroxyquinoline were recorded. The X-ray results showed that the dye exists as an azo tautomer in the solid state. (C) 2014 Elsevier B.V. All rights reserved.
• Solvatochromism, tautomerism and dichroism of some azoquinoline dyes in liquids and liquid crystals
  作者：A. Ghanadzadeh Gilani、M. Moghadam、M.S. Zakerhamidi、E. Moradi

  DOI：10.1016/j.dyepig.2011.09.021

  日期：2012.3

  Absorption and emission spectra of three hetarylazoquinoline compounds with different substituents were examined in liquids and liquid crystalline solvents for the first time. The spectral features of the hetarylazoquinoline dyes were explained according to azo/hydrazone tautomerism in conjunction with the solvatochromic characteristic of the preferred tautomer. The nature and extent of solute-solvent interactions were described using Kamlet-Taft and Katritzky multiparameter polarity scales. It was observed that solvatochromic azo/hydrazone tautomerism depend on multiple solute-solvent interactions, in particular on specific interactions and the solvent ability to transport the hydrogen atom through the media. In addition, it was concluded that anisotropic hosts prevent shift of the tautomeric equilibrium toward the hydrazone form. (C) 2011 Elsevier Ltd. All rights reserved.
• Preparation of RS-Substituted 1-(Thiazo-2-ylazo)-naphthalenes by Nucleophilic Substitution of Chlorine with Mercaptans
  作者：Xiuling Yu、Peter Metz、Horst Hartmann

  DOI：10.1002/ejoc.201801656

  日期：2019.2.14

  A series of differently mercapto substituted 2‐(naphthalene‐1‐yl)azothiazoles are formed by reaction of mercaptans with chloro‐substituted 2‐(naphthalene‐1‐yl)azothiazoles in the presence of bases in the course of some simultaneously running parallel and consecutive reactions.

  硫醇与氯取代的2-（萘-1-基）偶氮噻唑在某些碱同时存在下并平行运行的过程中，通过硫醇与氯代的2-（萘-1-基）偶氮噻唑的反应形成一系列不同的巯基取代的2-（萘-1-基）偶氮噻唑。连续反应。