2-(benzo[d]thiazol-2-yl)benzo[d]oxazole | 31704-13-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-(benzo[d]thiazol-2-yl)benzo[d]oxazole
• 英文别名: 2-Benzoxazolyl-(2')-benzthiazol；2-benzothiazol-2-ylbenzoxazole；2-benzothiazol-2-yl-benzooxazole；2-(1,3-Benzothiazol-2-yl)-1,3-benzoxazole
• CAS: 31704-13-9
• 化学式: C₁₄H₈N₂OS
• 分子量: 252.296
• InChiKey: YANNNZRJLNEYKE-UHFFFAOYSA-N

物化性质

• 熔点：
  197-200 °C
• 沸点：
  431.1±28.0 °C(Predicted)
• 密度：
  1.388±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基苯酚 以 乙醇 、 溶剂黄146 为溶剂， 反应 3.0h， 生成 2-(benzo[d]thiazol-2-yl)benzo[d]oxazole
  参考文献：
  名称：

  Schaefer,H.; Gewald,K., Zeitschrift fur Chemie, 1976, vol. 16, # 7, p. 272

  摘要：

  DOI：

文献信息

• Copper and cobalt co-catalyzed aerobic oxidative cross-dehydrogenative coupling reaction of (benzo)azoles
  作者：Yanrong Li、Fen Qian、Xia Ge、Tao Liu、Hitesh B. Jalani、Hongjian Lu、Guigen Li

  DOI：10.1039/c9gc02464f

  日期：——

  The dehydrogenative cross-coupling (CDC) reaction of diversely substituted azoles, synergistically catalyzed by copper and cobalt, is reported. This protocol represents the first example of the use of air as an oxidant to carry out this chemical reaction. The process provides a convenient and economical method for the construction of valuable unsymmetrical bis-heteroaryl compounds, including bis-benzoazole

  报道了铜和钴协同催化的多种取代的唑的脱氢交叉偶联（CDC）反应。该方案代表使用空气作为氧化剂进行该化学反应的第一个例子。该方法为构建有价值的不对称双-杂芳基化合物，包括在先前的催化CDC反应中未获得的双-苯并唑化合物，提供了一种方便且经济的方法。
• Palladium-catalyzed direct heteroarylation of chloropyridines and chloroquinolines
  作者：Fazia Derridj、Julien Roger、Florence Geneste、Safia Djebbar、Henri Doucet

  DOI：10.1016/j.jorganchem.2008.11.032

  日期：2009.2

  PdCl(dppb)(C3H5) as a catalyst, a range of heteroaryl derivatives undergoes coupling via C–H bond activation/functionalization reaction with chloropyridines or chloroquinolines in low to high yields. This air-stable catalyst can be used with a wide variety of substrates. The position of the chloro substituent on pyridines has a minor influence on the yields. On the other hand, the nature on the heteroaryl derivative

  芳基氯化物与杂芳烃的直接偶联将具有可持续发展的巨大优势，因为它们的成本更低，质量更轻，可用化合物的多样性更大，并且还因为仅形成了与副产物碱有关的HCl和减少制备这些化合物的步骤数。我们观察到通过使用PdCl（dppb）（C 3 H 5）作为催化剂，一系列杂芳基衍生物通过C–H键活化/官能化反应与氯吡啶或氯喹啉进行低至高收率的偶联。这种空气稳定的催化剂可与多种基材一起使用。吡啶上氯取代基的位置对收率影响很小。另一方面，杂芳基衍生物的性质具有很大的影响。使用苯并恶唑，噻吩或噻唑衍生物可获得最高的收率。氯吡啶与呋喃的偶联也得到了预期的产物，但是产率低至中等。
• Synthesis of benzoxazoles, benzothiazoles and benzimidazoles and evaluation of their antifungal, insecticidal and herbicidal activities.
  作者：TAKUZO HISANO、MASATAKA ICHIKAWA、KONOSUKE TSUMOTO、MASANOBU TASAKI

  DOI：10.1248/cpb.30.2996

  日期：——

  Benzoxazoles, benzothiazoles and benzimidazoles having substituents on the azole and benzene nuclei were synthesized evaluated for antifungal, insecticidal and herbicidal activities. It was found that benzimidazoles tended to exhibit antifungal activity while benzothiazoles tended to show herbicidal activity. Chloro, trifluoromethyl, methoxy and ethoxy groups at the 5 position were potent substituents, and the 2-pyridyl group at the 2 position is a common structural unit. Among several active derivatives, 7-chloro-2-(2-pyridyl) benzimidazole and 2-(2-pyridyl)-5-trifluoromethylbenzothiazole exhibited significant activity against Panonycus citri.

  合成了在偶氮和苯环上具有取代基的苯并噁唑、苯并噻唑和苯并咪唑，并评估其抗真菌、杀虫和除草活性。研究发现，苯并咪唑倾向于表现出抗真菌活性，而苯并噻唑则倾向于显示除草活性。在5位位置上的氯、三氟甲基、甲氧基和乙氧基基团是有效的取代基，而在2位位置的吡啶基是一个常见的结构单元。在几种具有活性的衍生物中，7-氯-2-(2-吡啶基)苯并咪唑和2-(2-吡啶基)-5-三氟甲基苯并噻唑对柑橘红蜘蛛表现出显著活性。
• Oxidative NHC catalysis for base-free synthesis of benzoxazinones and benzoazoles by thermal activated NHCs precursor ionic liquid catalyst using air as oxidant
  作者：Youkang Zhou、Wei Liu、Yuchen Liu、Jiali Guan、Jieying Yan、Jian-Jun Yuan、Duan-Jian Tao、Zhibin Song

  DOI：10.1016/j.mcat.2020.111013

  日期：2020.8

  A reusable thermal activated NHC precursor ionic liquid catalyst ([BMIm](2)[WO4]) has been prepared and developed for the synthesis of nitrogen-containing heterocycles such as benzoxazinones and benzoazoles through imines activation. [BMIm](2)[WO4] exhibited the good activity for the base-free condensation and oxidative NHC catalysis tandem under air atmosphere. The catalyst can be recovered and reused for at least five runs in gram scale synthesis without any decrease in catalytic activity. Furthermore, the control experiments demonstrated that the reaction involved formation of aromatic aldimines, NHC-catalyzed oxidative formation of imidoyl azoliums and intramolecular cyclization to generate the product.
• PROCESS FOR THE PRODUCTION OF CYANINE DYES
  申请人：AGFA-GEVAERT naamloze vennootschap

  公开号：EP0719304A1

  公开（公告）日：1996-07-03