(2-oxo-2-H-chromen-4-yloxy)acetyl chloride | 462094-48-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: (2-oxo-2-H-chromen-4-yloxy)acetyl chloride
• 英文别名: 2-(2-Oxochromen-4-yl)oxyacetyl chloride
• CAS: 462094-48-0
• 化学式: C₁₁H₇ClO₄
• 分子量: 238.627
• InChiKey: WNANTCUTILWGQA-UHFFFAOYSA-N

物化性质

• 沸点：
  423.9±45.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-oxo-2-H-chromen-4-yloxy)acetyl chloride 在 吡啶 作用下， 反应 2.0h， 生成 2-(2-oxo-2H-chromen-4-yloxymethylcarbonyl)hydrazine-1-carbothioamide
  参考文献：
  名称：

  Syntheses on the basis of 2H-chromen-2-one and 2H-chromene-2-thione

  摘要：

  4-Hydroxy-2H-chromen-2-one and 4-hydroxy-2H-chromene-2-thione reacted with allyl bromide, 1,1,3-trichloroprop-l-ene, and 1,3-dichlorobut-2-ene to give the corresponding ethers, which were oxidized to (2-oxo-2H-chromen-4-yloxy)acetic acid with potassium permanganate, and various derivatives of that acid were obtained. 3-(3,3-Dichloroprop-2-enyl)-7-hydroxy-4-methyl-2H-chromen-2-one and 3-(3,3-dichloroprop2-enyl)-7-hydroxy-4-methyl-2H-chromene-2-thione were synthesized, and some their transformations were studied.

  DOI：

  10.1134/s1070428006070244
• 作为产物：
  描述：

  ethyl 2-(2-oxo-2H-chromen-4-yloxy)acetate 在 氯化亚砜 、 水 、 sodium hydroxide 作用下， 生成 (2-oxo-2-H-chromen-4-yloxy)acetyl chloride
  参考文献：
  名称：

  N-[(吲哚基)乙基)香豆素-基氧基)]链烷酰胺的合成及抗乙酰胆碱酯酶活性

  摘要：

  合成了通过接头连接的新型香豆素-色胺系统，并通过经典的 Ellman 测试在体外针对乙酰胆碱酯酶进行了评估。

  DOI：

  10.3184/174751917x14859570937677

文献信息

• A new convenient route to 2-oxoethoxycoumarins: key intermediates in the synthesis of natural products
  作者：Stefano Chimichi、Marco Boccalini、Barbara Cosimelli

  DOI：10.1016/s0040-4020(02)00442-8

  日期：2002.6

  A new synthetic route to coumarinyloxyaldehydes starting from hydroxycoumarins is presented; these compounds, useful intermediates in the preparation of natural products such as geiparvarin and psoralens, are now available in excellent yields with a simple workup procedure. Moreover the reported route has been applied to dihydroxycoumarins.

  提出了一种从羟基香豆素开始合成香豆素氧基醛的新方法。这些化合物是制备天然产物（如geiparvarin和补骨脂素）中有用的中间体，现在可以通过简单的后处理程序以高收率获得。此外，所报道的途径已经应用于二羟基香豆素。
• Syntheses on the basis of 2H-chromen-2-one and 2H-chromene-2-thione
  作者：A. A. Avetisyan、A. G. Alvandzhyan

  DOI：10.1134/s1070428006070244

  日期：2006.7

  4-Hydroxy-2H-chromen-2-one and 4-hydroxy-2H-chromene-2-thione reacted with allyl bromide, 1,1,3-trichloroprop-l-ene, and 1,3-dichlorobut-2-ene to give the corresponding ethers, which were oxidized to (2-oxo-2H-chromen-4-yloxy)acetic acid with potassium permanganate, and various derivatives of that acid were obtained. 3-(3,3-Dichloroprop-2-enyl)-7-hydroxy-4-methyl-2H-chromen-2-one and 3-(3,3-dichloroprop2-enyl)-7-hydroxy-4-methyl-2H-chromene-2-thione were synthesized, and some their transformations were studied.
• Synthesis and Anti-Acetylcholinesterase Activity of N-[(indolyl)ethyl)-coumarin-yloxy)]Alkanamides
  作者：Sarah Ghanei-Nasab、Hamid Nadri、Alireza Moradi、Azam Marjani、Shabnam Shabani、Loghman Firoozpour、Setareh Moghimi、Mehdi Khoobi、Farzin Hadizadeh、Alireza Foroumadi

  DOI：10.3184/174751917x14859570937677

  日期：2017.2

  Novel coumarin–tryptamine systems attached through a linker were synthesised and evaluated in vitro against acetylcholinesterase by the classical Ellman's test.

  合成了通过接头连接的新型香豆素-色胺系统，并通过经典的 Ellman 测试在体外针对乙酰胆碱酯酶进行了评估。