benzo[d]thiazol-2-yl(4-ethoxyphenyl)methanone | 380193-06-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzo[d]thiazol-2-yl(4-ethoxyphenyl)methanone
• 英文别名: 1,3-Benzothiazol-2-yl-(4-ethoxyphenyl)methanone
• CAS: 380193-06-6
• 化学式: C₁₆H₁₃NO₂S
• 分子量: 283.351
• InChiKey: VRPHCMUKALKPIG-UHFFFAOYSA-N

物化性质

• 沸点：
  459.6±47.0 °C(Predicted)
• 密度：
  1.259±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基苯硫醇 在 碘 、 potassium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成 benzo[d]thiazol-2-yl(4-ethoxyphenyl)methanone
  参考文献：
  名称：

  Design and Synthesis of 2-Acylbenzothiazoles via In Situ Cross-Trapping Strategy from Benzothiazoles with Aryl Ketones

  摘要：

  An I-2/KOH synergistically promoted direct ring-opening aroylation of benzothiazoles with aryl ketones has been discovered. Aryl ketones were seen to act as carbonyl sources to construct 2-acylbenzothiazoles. This reaction could provide an example for the convergent integration of self-labor domino sequences based on an in situ cross-trapping strategy.

  DOI：

  10.1021/jo302754c

文献信息

• Iodine- and TBHP-Promoted Acylation of Benzothiazoles under Metal-Free Conditions
  作者：Keyume Ablajan、Bin Wang、Qianwei Zhang、Zhongqi Guo

  DOI：10.1055/s-0040-1707204

  日期：——

  I2 and TBHP is described. Acylation of the benzothiazoles is achieved through a sequence involving oxidation of the aryl ketone to an aryl glyoxal, ring-opening of the benzothiazole followed by condensation of the amino group with the aryl glyoxal, cyclization and oxidation. The method avoids the use of metals and toxic solvents. In addition, this protocol has the advantage of broad scope and provides

  摘要 描述了在I 2和TBHP存在下使用芳基酮和苯并噻唑合成2-酰基苯并噻唑的简单方法。苯并噻唑的酰化反应是通过以下步骤实现的：涉及将芳基酮氧化为芳基乙二醛，将苯并噻唑开环，然后将氨基与芳基乙二醛缩合，环化和氧化。该方法避免使用金属和有毒溶剂。另外，该协议具有范围广的优点，并提供了良好的产品产量。
• A Novel Self-Sequence Reaction Network Involving a Set of Six Reactions in One Pot: The Synthesis of Substituted Benzothiazoles from Aromatic Ketones and Anilines
  作者：Wei-Jian Xue、Ya-Qiong Guo、Fang-Fang Gao、Hong-Zheng Li、An-Xin Wu

  DOI：10.1021/ol400029t

  日期：2013.2.15

  and readily available aromatic ketones and anilines as starting materials resulted in the construction of 2-acylbenzothiazoles via a novel self-sequence reaction network, which assembles six reactions in one pot. The reaction network not only supplied a novel method for constructing complex molecules but also provided a typical example for logical self-organization synthesis.

  使用简单易得的芳香族酮和苯胺作为起始原料，可以通过一个新颖的自序反应网络构建2-酰基苯并噻唑，该网络在一个罐中组装六个反应。该反应网络不仅为构建复杂分子提供了一种新颖的方法，而且为逻辑自组织合成提供了一个典型的例子。
• 一种2H-苯并噻唑C2位芳基酰基化的方法
  申请人：浙江工业大学

  公开号：CN114031577A

  公开（公告）日：2022-02-11

  本发明公开了一种2H‑苯并噻唑C2位芳基酰基化的方法，将2H‑苯并噻唑与取代苯乙酮混合，加入DMSO和H2O的混合溶剂中，然后加入氧化剂二(三氟乙酸)碘苯、添加剂氢氧化钾，进行加热搅拌反应，TLC监测至反应结束，反应液分离纯化制得C2取代2H‑苯并噻唑酰基化衍生物。本发明操作简单，原子经济性高、催化体系简单、产物收率高。
• Design and Synthesis of 2-Acylbenzothiazoles via In Situ Cross-Trapping Strategy from Benzothiazoles with Aryl Ketones
  作者：Qinghe Gao、Xia Wu、Fengcheng Jia、Meicai Liu、Yanping Zhu、Qun Cai、Anxin Wu

  DOI：10.1021/jo302754c

  日期：2013.3.15

  An I-2/KOH synergistically promoted direct ring-opening aroylation of benzothiazoles with aryl ketones has been discovered. Aryl ketones were seen to act as carbonyl sources to construct 2-acylbenzothiazoles. This reaction could provide an example for the convergent integration of self-labor domino sequences based on an in situ cross-trapping strategy.