3,3'-[2-(2-naphthyl)-2-oxoethylidene]bis[4-hydroxy-2H-1-benzopyran-2-one] | 1619260-34-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• 英文名称: 3,3'-[2-(2-naphthyl)-2-oxoethylidene]bis[4-hydroxy-2H-1-benzopyran-2-one]
• 英文别名: 2-naphthoyl[bis(4-hydroxycoumarin-3-yl)]methane；4-Hydroxy-3-[1-(4-hydroxy-2-oxochromen-3-yl)-2-naphthalen-2-yl-2-oxoethyl]chromen-2-one
• CAS: 1619260-34-2
• 化学式: C₃₀H₁₈O₇
• 分子量: 490.469
• InChiKey: TURYWZUWYFYFQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  37
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-羟基香豆素 、 萘基乙二醛 在 tungstate sulfuric acid 作用下， 以 水 为溶剂， 反应 1.0h， 以82%的产率得到3,3'-[2-(2-naphthyl)-2-oxoethylidene]bis[4-hydroxy-2H-1-benzopyran-2-one]
  参考文献：
  名称：

  Synthesis of Aroyl[bis(4-Hydroxycoumarin-3-yl)]Methane Using Tungstate Sulfuric Acid in Water

  摘要：

  An efficient synthesis of some new aroyl[bis(4-hydroxycoumarin-3-yl)] methanes (dicoumarols) based on the reaction of 4-hydroxycoumarin with arylglyoxals is described. The reactions were efficiently catalysed by tungstate sulfuric acid to afford the product in moderate to good yields (up to 65%).

  DOI：

  10.3184/174751914x13997396123260

文献信息

• Graphene oxide nanosheets promoted regioselective and green synthesis of new dicoumarols
  作者：Saeed Khodabakhshi、Bahador Karami、Khalil Eskandari、S. Jafar Hoseini、Alimorad Rashidi

  DOI：10.1039/c4ra00508b

  日期：——

  Graphene oxide (GO) was obtained by modified Hummers oxidation of graphite and used as a highly efficient, metal-free, non-oxidative, and recyclable catalyst to promote the condensation of 4-hydroxycoumarin and aryl glyoxals for synthesis of new dicoumarols.

  通过改良Hummers氧化法从石墨中制得氧化石墨烯（GO），并用作高效的无金属、非氧化和可回收催化剂，促进4-羟基香豆素和芳基乙酰乙酸酰肼的缩合反应，合成新的双香豆素类化合物。
• Synthesis of New and Known Dicoumarols in Aqueous Media: A Green and Convenient Procedure Promoted by Titanium(IV) Oxide Nanoparticles
  作者：Saeed Khodabakhshi、Mozhgan Shahamirian、Mojtaba Baghernejad

  DOI：10.2174/157017861108140613162852

  日期：2014.6

  A simple and green method is reported for the completely chemoselective synthesis of some new dicoumarol derivatives 3,3'-(2-aryl-2-oxoethylidene)bis[4-hydroxycoumarin]s} from the reaction of 4-hydroxycoumarin with arylglyoxals in a molar ratio of 2:1 respectively. The reactions efficiently promoted by titanium(IV) oxide nanoparticles as a heterogeneous catalyst via an on water process. Catalyst loading

  报道了一种简单的绿色方法，该方法可通过4-羟基香豆素与芳基乙二醛的化学反应完全合成某些新的二香豆酚衍生物3,3'-（2-芳基-2-氧代亚乙基）双[4-羟基香豆素] s}。摩尔比分别为2：1。氧化钛（IV）纳米颗粒作为非均相催化剂通过水上工艺有效地促进了反应。催化剂的负载非常低，并且显示出可回收性。
• A facile and practical p-Toluenesulfonic acid catalyzed route to dicoumarols containing an Aroyl group
  作者：Saeed KHODABAKHSHI、Bahador KARAMI、Khalil ESKANDARI、Alimorad RASHIDI

  DOI：10.17159/0379-4350/2015/v68a8

  日期：——

  New and known dicoumarols may be efficiently synthesized employing p-toluenesulfonic acid (p-TSA) as a solid acid catalyst from the reaction of 4-hydroxycoumarin with aryl glyoxal in water. This method offers direct access to structurally diverse coumarin derivatives in moderate to good yields (up to 65%). A total of five new compounds were synthesized.

  通过对甲苯磺酸（p-TSA）作为固体酸催化剂，可以通过4-羟基香豆素与芳基乙二醛在水中的反应有效地合成新的和已知的二香豆酚。这种方法可以以中等到良好的产率（高达65％）直接获得结构多样的香豆素衍生物。总共合成了五种新化合物。