2-(2-乙氧基苯基)-苯并噻唑 | 6265-58-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: 2-(2-乙氧基苯基)-苯并噻唑
• 英文名称: 2-(2-ethoxyphenyl)-1,3-benzothiazole
• 英文别名: 2-(2-ethoxyphenyl)benzothiazole；2-(2-ethoxy-phenyl)-benzothiazole；2-(2-Aethoxy-phenyl)-benzothiazol
• CAS: 6265-58-3
• 化学式: C₁₅H₁₃NOS
• 分子量: 255.34
• InChiKey: HZZMUHABLZJHFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  50.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-乙氧基苄胺 、 2-氨基苯硫醇 在 2,8-dibromo-10-(4-bromophenyl)-5,5-difluoro-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2′,1′-f ][1,3,2]diazaborinin-4-ium-5-uide 作用下， 以 乙腈 为溶剂， 50.0 ℃ 、200.0 kPa 条件下， 反应 5.0h， 以76%的产率得到2-(2-乙氧基苯基)-苯并噻唑
  参考文献：
  名称：

  在 BODIPY 衍生物存在下通过胺与 2-氨基苯硫酚的光催化氧化缩合合成 2-芳基苯并噻唑

  摘要：

  摘要 开发了一种简单、方便、高效的非金属催化剂在温和条件下合成2-芳基苯并噻唑的新方法。硼-二吡咯甲烯 (BODIPY) 染料用作光催化剂，用于胺与 2-氨基苯硫酚的有氧氧化反应。该方法对于苯并噻唑衍生物的合成和光催化反应的发展非常有用。图形概要

  DOI：

  10.1080/00397911.2014.932811

文献信息

• Synthesis of 2-Aryl Benzothiazoles via K₂S₂O₈-mediated Oxidative Condensation of Benzothiazoles with Aryl Aldehydes
  作者：Zhiyong Yang、Xiang Chen、Sizhuo Wang、Jidan Liu、Kai Xie、Anwei Wang、Ze Tan

  DOI：10.1021/jo300740j

  日期：2012.8.17

  Nontransition metal-catalyzed synthesis of 2-aryl benzothiazoles was achieved through K2S2O8-mediated oxidative condensation of benzothiazoles with aryl aldehydes. The same transformation can also be effected when the aryl aldehydes were replaced with phenylglyoxylic acids.

  通过K 2 S 2 O 8介导的苯并噻唑与芳基醛的氧化缩合反应，可以实现2-芳基苯并噻唑的非过渡金属催化合成。当芳基醛被苯基乙醛酸代替时，也可以实现相同的转化。
• Solid phase combinatorial synthesis of benzothiazoles and evaluation of topoisomerase II inhibitory activity
  作者：Suk-June Choi、Hyen Joo Park、Sang Kook Lee、Sang Woong Kim、Gyoonhee Han、Hea-Young Park Choo

  DOI：10.1016/j.bmc.2005.09.051

  日期：2006.2

  To investigate one possible mechanism of action of the cytotoxic activity of benzothiazoles, we synthesized 2-(substituted-phenyl)benzothiazoles and evaluated their ability to inhibit topoisomerase 11 activities. Solid phase combinatorial method using trityl resin was employed and benzothiazole derivatives with Various substitution on 2'-, 3'-, or 4'-position of phenyl group were obtained in ca. 30 mg scale (7-96% yield). Most of the compounds synthesized exhibited topoisomerase 11 inhibitory activity at 100 mu M. 2-(3-Amino-4-methylphenyl)benzothiazole showed high activity (IC50 = 71.7 mu M), comparable to etoposide (IC50 = 78.4 mu M). (c) 2005 Elsevier Ltd. All rights reserved.
• Synthesis of 2-Substituted Benzothiazoles from 1-Iodo-2-nitrobenzenes by a Copper-Catalyzed One-Pot Three-Component Reaction
  作者：Ze Tan、Ji-Cheng Shi、Jidan Liu、Qingwen Gui、Zhiyong Yang、Ruqing Guo

  DOI：10.1055/s-0032-1318304

  日期：——

  A novel method was developed for synthesizing 2-substituted 1,3-benzothiazoles through a copper-catalyzed, one-pot, three-component reaction of a 1-iodo-2-nitrobenzene with sodium sulfide and an aldehyde.
• Syntheses of 2-Aryl Benzothiazoles via Photocatalyzed Oxidative Condensation of Amines with 2-Aminothiophenol in the Presence of BODIPY Derivatives
  作者：Zeyin Zhou、Weijun Yang

  DOI：10.1080/00397911.2014.932811

  日期：2014.11.2

  Abstract A simple, convenient, and efficient new method for synthesis of 2-aryl benzothiazoles under mild conditions with nonmetal catalyst has been developed. Boron–dipyrromethene (BODIPY) dyes were used as photocatalysts for aerobic oxidative reactions of amine with 2-aminothiophenol. The approach will be very useful for the synthesis of benzothiazole derivatives and the development of photocatalytic

  摘要 开发了一种简单、方便、高效的非金属催化剂在温和条件下合成2-芳基苯并噻唑的新方法。硼-二吡咯甲烯 (BODIPY) 染料用作光催化剂，用于胺与 2-氨基苯硫酚的有氧氧化反应。该方法对于苯并噻唑衍生物的合成和光催化反应的发展非常有用。图形概要