12-(2-methoxyphenyl)-8,12-dihydro-8,10-dimethyl-9H-naphtho[1',2':5,6]pyrano[2,3-d]pyrimidine-9,11(10H)-dione | 1234481-98-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 12-(2-methoxyphenyl)-8,12-dihydro-8,10-dimethyl-9H-naphtho[1',2':5,6]pyrano[2,3-d]pyrimidine-9,11(10H)-dione
• 英文别名: 18-(2-methoxyphenyl)-13,15-dimethyl-11-oxa-13,15-diazatetracyclo[8.8.0.02,7.012,17]octadeca-1(10),2,4,6,8,12(17)-hexaene-14,16-dione
• CAS: 1234481-98-1
• 化学式: C₂₄H₂₀N₂O₄
• 分子量: 400.434
• InChiKey: TUZGPFDTYIMCOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-二甲基-6-氨基脲嘧啶 、 邻甲氧基苯甲醛 、 2-萘酚 在 indium(III) chloride 作用下， 反应 0.42h， 以79%的产率得到12-(2-methoxyphenyl)-8,12-dihydro-8,10-dimethyl-9H-naphtho[1',2':5,6]pyrano[2,3-d]pyrimidine-9,11(10H)-dione
  参考文献：
  名称：

  First InCl3-Catalyzed, Three-Component Coupling of Aldehydes, β-Naphthol, and 6-Amino-1,3-dimethyluracil to Functionalized Naphthopyranopyrimidines

  摘要：

  铟(III)氯化物被发现是一种高效且有效的催化剂，能够在无溶剂条件下实现醛、β-萘酚和6-氨基-1,3-二甲基尿嘧啶的三组分、一锅反应的偶联，首次高产率地合成8,10-二甲基-12-芳基-12H-萘[1′,2′:5,6]吡喃[2,3-d]嘧啶-9,11-二酮。反应中不需要任何共催化剂或活化剂。水和氨是反应中的唯一副产物。

  DOI：

  10.1055/s-0029-1219574

文献信息

• Triazine bis(pyridinium) hydrogen sulfate ionic liquid immobillized on functionalized halloysite nanotubes as an efficient catalyst for one-pot synthesis of naphthopyranopyrimidines
  作者：Marzieh Samadani、Beheshteh Asadi、Iraj Mohammadpoor-Baltork、Valiollah Mirkhani、Shahram Tangestaninejad、Majid Moghadam

  DOI：10.1039/d1ra01230d

  日期：——

  5-triazine-2,4-diyl)bis(pyridinium) hydrogen sulfate immobillized on halloysite nanotubes [(PATDBP)(HSO4)2@HNT] as a solid acid nanocatalyst was successfully synthesized and characterized by various analysis techniques such as FT-IR, TGA, SEM/EDX, elemental mapping, TEM and elemental analysis. This catalyst was found to be highly efficient for the convenient synthesis of naphthopyranopyrimidine derivatives

  1,1'-(6-(丙基氨基)-1,3,5-triazine-2,4-diyl)bis(pyridinium)硫酸氢盐固定在埃洛石纳米管[(PATDBP)(HSO 4 ) 2 @HNT]上通过FT-IR、TGA、SEM/EDX、元素映射、TEM和元素分析等多种分析技术成功合成并表征了固体酸纳米催化剂。发现该催化剂在无溶剂条件下通过 β-萘酚、醛类和N , N-二甲基巴比妥酸的一锅三组分反应以优异的产率方便地合成萘并吡喃并嘧啶衍生物。此外，该催化剂可以回收和重复使用五次，而不会显着降低其活性。
• A flexible one-pot synthesis of 8,10-dimethyl-12-aryl-9H-naphto[1′,2′:5,6]pyrano[2,3-d]pyrimidine-9,11-diones catalyzed by ZnO nanoparticles under solvent-free conditions
  作者：Mahboubeh Mohaqeq、Javad Safaei-Ghomi

  DOI：10.1007/s00706-015-1411-1

  日期：2015.9

  A new, convenient, and green procedure for the synthesis of naphthopyranopyrimidine-diones is described using a one-pot multi-component reaction of beta-naphthol, 1,3-dimethylbarbituric acid, and various aryl aldehydes in the presence of ZnO nanoparticles, an effective and recyclable heterogeneous catalyst, under solvent-free conditions. This method provides excellent advantages, such as waste-free, simple work-up procedure, and excellent yield with high selectivity. The stability of the catalyst was investigated by determining its activity after recycling for six times without significant loss of its catalytic activity.