2,5-bis(2-hydroxyphenyl)thiazolo[5,4-d]thiazole | 10398-63-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,5-bis(2-hydroxyphenyl)thiazolo[5,4-d]thiazole
• 英文别名: 2,5-di(2-hydroxyphenyl)thiazolo[5,4-d]thiazole；2,2'-thiazolo[5,4-d]thiazole-2,5-diyl-bis-phenol；2,5-bis-(2-hydroxy-phenyl)-thiazolo[5,4-d]thiazole；2,5-Bis-(2-hydroxy-phenyl)-thiazolo[5,4-d]thiazol；2,5-bis(o-hydroxyphenyl)thiazolo[5,4-d]thiazole；2,5-Bis-(4-hydroxy-phenyl)-thiazolo<5.4-d>thiazol II；2,2'-(1,3)Thiazolo(5,4-d)(1,3)thiazole-2,5-diyldiphenol；2-[5-(2-hydroxyphenyl)-[1,3]thiazolo[5,4-d][1,3]thiazol-2-yl]phenol
• CAS: 10398-63-7
• 化学式: C₁₆H₁₀N₂O₂S₂
• 分子量: 326.4
• InChiKey: SRSPQANHRYSNLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 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：
  123
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  2,5-bis(2-hydroxyphenyl)thiazolo[5,4-d]thiazole 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 2-(2-ethoxy-phenyl)-5-(2-methoxy-phenyl)-thiazolo[5,4-d]thiazole
  参考文献：
  名称：

  Thiazolothiazoles. I. The Reaction of Aromatic Aldehydes with Dithioöxamide¹

  摘要：

  DOI：

  10.1021/ja01496a017
• 作为产物：
  描述：

  2-[5-[(E)-(2-hydroxybenzylidene)amino]-4-(2-{5-[(E)-(2-hydroxybenzylidene)amino]-2-(2-hydroxyphenyl)-1,3-thiazol-4-yl}disulfanyl)-1,3-thiazol-2-yl]phenol 以 四氢呋喃 为溶剂， 反应 0.08h， 以26%的产率得到2,5-bis(2-hydroxyphenyl)thiazolo[5,4-d]thiazole
  参考文献：
  名称：

  共轭多孔有机聚合物中噻唑并[5,4-d]噻唑键的化学选择性分子筛研究

  摘要：

  多孔有机聚合物（POPs）近年来由于其高孔隙率，多样化的功能性和出色的化学稳定性而引起了分子吸附的广泛关注。在这项工作中，我们提供了系统的案例研究，涉及通过模型化合物形成噻唑并[5,4- d ]噻唑（TzTz）键并将其整合以合成一组三个新颖的，热化学稳定的TzTz键​​联的POP，即TzTz-POP-3 ，TzTz-POP-4 ，和TzTz-POP-5与分别三苯基苯，四苯基并四（羟基苯基）甲烷芯。有趣的是，代表的TzTz-POP-3的集成TzTz部分可以从水溶液中与副品红（FU）的混合物中化学选择性去除有机染料荧光素（FL）。所述TzTz-POP-3的≈1提供优异的化学选择性：7（FL：FU），相比于由于加上永久孔隙率和孔径适当窗口多个活性位点锚定的存在证实了类似的应用一样的多孔材料。

  DOI：

  10.1002/chem.201802631

文献信息

• Method for Preparing Four-Coordinated Organic Boron Compound
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：US20180298034A1

  公开（公告）日：2018-10-18

  The present invention relates to a method for preparing a four-coordinated organic boron compound, and more specifically, to a method for preparing various and widespread four-coordinated organic boron compounds by directly using an aryl, heteroaryl, or vinyl-functional boronic acid, boroxine, or borate compound as a starting material and adding the compound to any bidentate N,O-ligand, O,O-ligand, or N,N-ligand.

  本发明涉及一种制备四配位有机硼化合物的方法，更具体地说，涉及一种通过直接使用芳基、杂环基或乙烯基功能硼酸、硼氧环或硼酸盐化合物作为起始物质，并将该化合物添加到任何双齿N,O配体、O,O配体或N,N配体中制备各种广泛的四配位有机硼化合物的方法。
• Synthesis, optical dye properties and band gap energies of silver hydroxy-aryl thiazolo[5,4-d]thiazole complexes
  作者：Uğursoy Olgun、Zeynep Dikmen、Hülya Çetin、Fatih Arıcan、Mustafa Gülfen

  DOI：10.1016/j.molstruc.2021.131816

  日期：2022.2

  molecules and their silver complexes were synthesized. The optical microscopy, UV-vis. absorption spectroscopy, FT-IR spectroscopy, cyclic voltammetry (CV) and the band energies of the synthesized aryl / hydroxy aryl thiazolo[5,4-d]thiazole molecules and their silver complexes were studied. The HOMO and LUMO energy levels were obtained from the CV voltammograms. The optical band gap (EgOpt.) and the

  另外，在本工作中，苯基- ，ö羟基苯基，邻，对-羟基苯基- ，p -羟基苯基和ö -羟基萘基-噻唑并[5,4- d ]噻唑染料分子和它们的银络合物合成. 光学显微镜，UV- vis。吸收光谱、FT-IR 光谱、循环伏安法 (CV) 和合成的芳基/羟基芳基噻唑并 [5,4- d ] 噻唑分子及其银配合物的带能进行了研究。从 CV 伏安图获得 HOMO 和 LUMO 能级。光学带隙 ( E g Opt . ) 和电化学带隙 ( E gCV ) 能量是从 UV- vis计算的。分别是吸收和 CV。发现噻唑并[5,4- d ]噻唑单元的羟基芳基和银配位的存在改变了UV- vis。噻唑并 [5,4-d] 噻唑分子的吸收光谱和带隙能量。在所研究的噻唑并 [5,4- d ] 噻唑分子及其银配合物中， 双（对羟基苯基）-噻唑并银的带隙能量为E g opt  = 2.07 eV 和E g CV = 1.67
• Microwave-activated synthesis of thiazolo[5,4-d]thiazoles by a condensation/oxidation sequence
  作者：Alessio Dessì、Massimo Calamante、Alessandro Mordini、Lorenzo Zani、Maurizio Taddei、Gianna Reginato

  DOI：10.1039/c3ra45015e

  日期：——

  A microwave-assisted preparation of symmetrical thiazolo[5,4-d]thiazoles from the corresponding aldehydes is presented. The two-step reaction sequence comprises the condensation of aldehydes with dithiooxamide followed by oxidation/aromatization with 1,4-benzoquinone derivatives. The new procedure provides the desired products in good yields and in most cases allows reduction of the excess of aldehyde

  介绍了一种微波辅助从相应的醛类制备对称的噻唑并[5,4- d ]噻唑的方法。两步反应序列包括醛与二硫代草酰胺的缩合，然后用1，4-苯醌衍生物的氧化/芳构化。与以前的方法相比，新方法以高收率提供了所需的产品，并且在大多数情况下，可以减少工艺中使用的过量醛。首次展示了该反应在芳族和脂族醛上的应用。
• A one-step synthesis towards new ligands based on aryl-functionalised thiazolo[5,4-d]thiazole chromophores
  作者：Richard C. Knighton、Andrew J. Hallett、Benson M. Kariuki、Simon J.A. Pope

  DOI：10.1016/j.tetlet.2010.07.172

  日期：2010.10

  of disubstituted thiazolo[5,4-d]thiazoles was achieved by condensing two equivalents of an aryl aldehyde with dithiooxamide in nitrobenzene at 130 °C for 24 h. The method is tolerant to a range of aromatic aldehydes including derivatives of pyridine, quinoline, mono- and dihydroxybenzene. An X-ray crystal structure of 2,5-bis(2-hydroxy-3,5-di-tert-butylphenyl)thiazolo[5,4-d]thiazole was obtained confirming

  通过将两当量的芳基醛与二硫代草酰胺在硝基苯中在130°C下冷凝24小时，可以实现二取代的噻唑并[5,4- d ]噻唑的一般合成。该方法可耐受多种芳族醛，包括吡啶，喹啉，单和二羟基苯的衍生物。获得了2,5-双（2-羟基-3,5-二叔丁基苯基）噻唑并[5,4- d ]噻唑的X射线晶体结构，证实了所建议的配方，同时还提供了支持光谱数据的建议。对于2-羟基苯基衍生物，分子内氢键以溶液和固态存在。
• Thiazolo[5,4-d]thiazole color-formers
  申请人：Minnesota Mining and Manufacturing Company

  公开号：US05284812A1

  公开（公告）日：1994-02-08

  This invention relates to improved imaging systems based on the formation of green-yellow colored coordination compounds of transition metals with certain ligands. The formation of colored coordination compounds can be employed to generate images and is important in the manufacture and use of pressure sensitive transfer papers for preparing carbonless copies. In particular, this invention relates to certain 2,5-bis(substituted aryl)thiazolo[5,4-d]thiazole compounds, and particularly to certain 2,5-bis(o-hydroxyaryl)thiazolo[5,4-d]thiazole compounds, to their coordination compounds with certain transition metals, and to their use in pressure sensitive carbonless copy paper systems. These compounds have been found to provide excellent green-yellow colors when used in pressure sensitive carbonless copy-papers wherein the image is formed by the reaction of a color-forming compound with transition metal salts such as those of nickel, cobalt, iron, copper, and similar materials. These green-yellow color-formers have the advantage of greater solubility in encapsulation solvents and lower volatility than previously used yellow color-formers. The invention also concerns the admixture of these certain color-formers with N-(monosubstituted)dithiooxamides and/or N,N'-(disubstituted)dithiooxamides to form images of various colors and preferably black images during the application of appropriate pressure to pressure sensitive imaging constructions such as carbonless paper constructions.

  本发明涉及基于过渡金属与某些配体形成绿黄色配合物的改进成像系统。 形成有色配合物可以用于生成图像，并且在制造和使用压敏传递纸以制备无碳复写副本方面非常重要。 特别地，本发明涉及某些2,5-双（取代芳基）噻唑并[5,4-d]噻唑化合物，特别是某些2,5-双（邻羟基芳基）噻唑并[5,4-d]噻唑化合物，它们与某些过渡金属的配位化合物以及它们在压敏无碳复写纸系统中的使用。这些化合物在压敏无碳复写纸中使用时，与镍，钴，铁，铜等过渡金属盐的反应可以提供优异的绿黄色。这些绿黄色发色剂具有更大的封装溶剂溶解度和较低的挥发性，优于以前使用的黄色发色剂。本发明还涉及将这些特定的发色剂与N-（单取代）二硫氧化酰胺和/或N，N'-（双取代）二硫氧化酰胺混合以形成各种颜色的图像，最好是在施加适当压力于压敏成像构造物，例如无碳纸构造物时形成黑色图像。