methyl 2,5-dihydro-2,5-dioxopyrano[3,2-c]chromene-4-carboxylate | 24416-83-9

• 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: methyl 2,5-dihydro-2,5-dioxopyrano[3,2-c]chromene-4-carboxylate
• 英文别名: methyl 2,5-dioxo-2,5-dihydropyrano[3,2-c]chromene-4-carboxylate；methyl 2,5-dioxo-2H,5H-pyrano[3,2-c]chromen-4-carboxylate；methyl 2,5-dioxo-2H,5H-pyran[3,2-c]chromen-4-carboxylate；methyl 2,5-dioxopyrano[3,2-c]chromene-4-carboxylate
• CAS: 24416-83-9
• 化学式: C₁₄H₈O₆
• 分子量: 272.214
• InChiKey: TWLTWDMNIFFHFY-UHFFFAOYSA-N

物化性质

• 熔点：
  216 °C
• 沸点：
  473.4±45.0 °C(Predicted)
• 密度：
  1.51±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.69
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  86.72
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  4-羟基香豆素 、 丁炔二酸二甲酯 在 三苯基膦 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以89%的产率得到methyl 2,5-dihydro-2,5-dioxopyrano[3,2-c]chromene-4-carboxylate
  参考文献：
  名称：

  三苯基膦、炔酯和 4-羟基香豆素、4-(苯基氨基)香豆素、4-羟基喹啉-2(1H)-one 或 4-羟基-1-甲基喹啉-2(1H)-one 之间的三组分反应

  摘要：

  在 4-羟基香豆素、4-(苯基氨基)香豆素、4-羟基喹啉-2(1H)-one或4-羟基-1-甲基喹啉-2(1H)-one存在下，二烷基乙炔二羧酸酯与三苯基膦之间的三组分反应是描述。

  DOI：

  10.3184/030823407x256154

文献信息

• Expeditious Solvent-Free Synthesis of Chromene Derivatives via Three- Component Reactions of N-Nucleophiles
  作者：Mohammad R. Hosseini-Tabatabaei、Faramarz Rostami-Charati

  DOI：10.2174/138620712803901126

  日期：2012.11.7

  Multicomponent reactions involving 4-hydroxycumarine, activated acetylenic compounds and N-nucleophiles under solvent-free conditions were investigated. The reactions could also be extended to quinoline or CH-acides. Substituted chromen could be obtained from this routine, which may have potential applications in drugs fields.

  研究了在无溶剂条件下涉及4-羟基枯草碱，活化的炔类化合物和N-亲核试剂的多组分反应。反应也可以扩展至喹啉或CH-酸。可以从该例行程序中获得取代的铬烯，它可能在药物领域具有潜在的应用。
• Reactions Between 4-Hydroxycoumarins or 4-Hydroxy-1-Methylquinolinone and Dmad in the Presence of Phosphites. Synthesis of (Chromen-3-YL)- and (Quinolin-3-YL)-(Dialkoxyphosphoryl)Succinates
  作者：Demetrios N. Nicolaides、Konstantinos E. Litinas、Ioannis Psaroulis、Aristea Makri、Spyros Adamopoulos

  DOI：10.1080/10426507.2011.590165

  日期：2011.10
• Copper oxide catalyzed domino process for the synthesis of substituted 2H-pyran-2-ones and polyhydroxy coumarin derivatives
  作者：Utpal Kayal、Rajiv Karmakar、Dipanwita Banerjee、Gourhari Maiti

  DOI：10.1016/j.tet.2014.07.032

  日期：2014.9
• Isoquinoline-catalyzed reaction between 4-hydroxycoumarin or 4-hydroxy-6-methylpyran-1-one and dialkyl acetylene dicarboxylates: synthesis of coumarin and pyranopyrane derivatives
  作者：Mohammad Anary-Abbasinejad、Hossein Anaraki-Ardakani、Mohammad Hossein Mosslemin、Hamid Reza Khavasi

  DOI：10.1590/s0103-50532010000200018

  日期：——

  In this work we report the reaction between dialkyl acetylenedicarboxylates and enolic systems such as 5,5-dimethyl-1,3-cyclohexanedione, 1,3-cyclohexanedione, 4-hydroxycoumarin or 4-hydroxy-6-methylpyran-1-one in the presence of isoquinoline, which leads to new coumarin and pyranopyran derivatives.
• Khan, Suroor Ahmad; Zuberi, Shario Sami; Shamsuddin, K. M., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1983, vol. <B> 22, # 8, p. 818 - 819
  作者：Khan, Suroor Ahmad、Zuberi, Shario Sami、Shamsuddin, K. M.

  DOI：——

  日期：——