5-methoxy-2-(pyridin-4-yl)benzo[d]thiazole | 51643-53-9

• 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: 5-methoxy-2-(pyridin-4-yl)benzo[d]thiazole
• 英文别名: 5-methoxy-2-(pyridin-4-yl)benzothiazole；5-methoxy-2-pyridin-4-yl-benzothiazole；5-methoxy-2-[4]pyridyl-benzothiazole；5-Methoxy-2-[4]pyridyl-benzothiazol；5-Methoxy-2-(4-pyridyl)benzothiazol；Methyl 2-(4-pyridinyl)-1,3-benzothiazol-5-yl ether；5-methoxy-2-pyridin-4-yl-1,3-benzothiazole
• CAS: 51643-53-9
• 化学式: C₁₃H₁₀N₂OS
• 分子量: 242.301
• InChiKey: XYQOYIDWMBIXCX-UHFFFAOYSA-N

物化性质

• 熔点：
  135 °C(Solv: methanol (67-56-1))
• 沸点：
  427.5±51.0 °C(Predicted)
• 密度：
  1.283±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methoxy-2-(pyridin-4-yl)benzo[d]thiazole 在 氢溴酸 作用下， 生成 α-(4-Pyridyl)-5-hydroxybenzothiazol
  参考文献：
  名称：

  DE930926

  摘要：

  公开号：
• 作为产物：
  描述：

  4-甲基吡啶 、 4-氯-3-硝基苯甲醚 在 sulfur 作用下， 以 neat (no solvent) 为溶剂， 反应 24.0h， 以65%的产率得到5-methoxy-2-(pyridin-4-yl)benzo[d]thiazole
  参考文献：
  名称：

  Nitro-Methyl Redox Coupling: Efficient Approach to 2-Hetarylbenzothiazoles from 2-Halonitroarene, Methylhetarene, and Elemental Sulfur

  摘要：

  A simple, straightforward, and atom economic approach to 2-hetarylbenzothiazoles starting from 2-halonitroarene, methylhetarene, and elemental sulfur under mild conditions is described. The method is highlighted by the direct redox nitro-methyl reaction for carbon-nitrogen bond formation without an added oxidizing or reducing agent.

  DOI：

  10.1021/ol401944a

文献信息

• 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。
• A simple approach to benzothiazoles from 2-chloronitrobenzene, elemental sulfur, and aliphatic amine under solvent-free and catalyst-free conditions
  作者：Yao Tong、Qiang Pan、Zengqiang Jiang、Dazhuang Miao、Xuesong Shi、Shiqing Han

  DOI：10.1016/j.tetlet.2014.08.037

  日期：2014.10

  A novel solvent-free and catalyst-free synthesis of benzothiazoles from 2-chloronitrobenzene, elemental sulfur, and aliphatic amine has been developed. The reaction tolerated a wide range of functionalities, and various benzothiazoles were synthesized in moderate to good yields in the absence of external oxidant or reductant. (C) 2014 Elsevier Ltd. All rights reserved.
• Nitro-Methyl Redox Coupling: Efficient Approach to 2-Hetarylbenzothiazoles from 2-Halonitroarene, Methylhetarene, and Elemental Sulfur
  作者：Thanh Binh Nguyen、Ludmila Ermolenko、Ali Al-Mourabit

  DOI：10.1021/ol401944a

  日期：2013.8.16

  A simple, straightforward, and atom economic approach to 2-hetarylbenzothiazoles starting from 2-halonitroarene, methylhetarene, and elemental sulfur under mild conditions is described. The method is highlighted by the direct redox nitro-methyl reaction for carbon-nitrogen bond formation without an added oxidizing or reducing agent.
• DE930926
  申请人：——

  公开号：——

  公开（公告）日：——