10-(4-fluorophenyl)-6,8-dimethyl-6,10-dihydro-5-oxa-6,8-diazaanthra[2,3-d][1,3]dioxole-7,9-dione | 1309879-41-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 10-(4-fluorophenyl)-6,8-dimethyl-6,10-dihydro-5-oxa-6,8-diazaanthra[2,3-d][1,3]dioxole-7,9-dione
• CAS: 1309879-41-1
• 化学式: C₂₀H₁₅FN₂O₅
• 分子量: 382.348
• InChiKey: NSWIFUNWCDOBNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.24
• 重原子数：
  28.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  71.69
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  芝麻酚 、 1,3-二甲基巴比妥酸 、 对氟苯甲醛 在 alum 作用下， 反应 1.0h， 以72%的产率得到10-(4-fluorophenyl)-6,8-dimethyl-6,10-dihydro-5-oxa-6,8-diazaanthra[2,3-d][1,3]dioxole-7,9-dione
  参考文献：
  名称：

  Synthesis and in vitro evaluation of antioxidant activity of diverse naphthopyranopyrimidines, diazaanthra[2,3-d][1,3]dioxole-7,9-dione and tetrahydrobenzo[a]xanthen-11-ones

  摘要：

  在明矾（KAl(SO4)2-12H2O）的催化下，开发了一种在 PEG-400 中合成萘并吡喃嘧啶、二氮杂蒽并[2,3-d][1,3]二恶茂-7,9-二酮和四氢苯并[a]氧杂蒽-11-酮的绿色高效的一锅三组分方案。对萘并吡喃嘧啶 (5) 进行了单晶 X 射线衍射研究。通过 DPPH 清除试验对合成的化合物进行了体外抗氧化活性筛选，结果表明化合物 3 和 4 具有很强的抗氧化潜力。

  DOI：

  10.1039/c2ra22406b

文献信息

• Zr(HSO4)4 as an efficient catalyst for the preparation of 10-aryl-6,8-dimethyl-6,10dihydro-5-oxa-6,8-diazaanthra[2,3-d][1,3]dioxole-7,9-diones under solvent-free conditions
  作者：Jiangli Zhang、Wei Lin Li、Li Qiang Wu

  DOI：10.1590/s0103-50532011000700006

  日期：——

  A one-pot three-component condensation of 3,4-methylenedioxyphenol, aromatic aldehydes, and 1,3-dimethylbarbituric acid, efficiently promoted in the presence of Zr(HSO4)4 under solvent-free conditions, produced 10-aryl-6,8-dimethyl-6,10-dihydro-5-oxa-6,8-diazaanthra[2,3-d][1,3] dioxole-7,9-diones. The method offers several advantages including simple, easy and clean work-up procedure, relatively short reaction times and good to high yields of the products.

  在 Zr(HSO4)4 存在下，在无溶剂条件下，3,4-亚甲基二氧基苯酚、芳香醛和 1,3-二甲基巴比妥酸的一锅三组分缩合得到有效促进，生成 10-芳基-6， 8-二甲基-6,10-二氢-5-氧杂-6,8-二氮杂蒽[2,3-d][1,3]二氧杂环戊烯-7,9-二酮。该方法具有多种优点，包括简单、容易和清洁的后处理程序、相对较短的反应时间以及良好至高的产物收率。
• Melamine Trisulfonic Acid: An Efficient, Heterogeneous and Reusable Catalyst for the Synthesis of 10-Aryl-6,8-dimethyl- 6, 10-dihydro-5-oxa-6,8-diazaanthra [2,3-d][1,3]dioxole- 7,9-diones
  作者：Weilin Li、Qiuyan Luo

  DOI：10.1155/2011/853747

  日期：——

  Melamine trisulfonic acid was used as an efficient and recyclable catalyst for the one-pot synthesis of 10-aryl-6,8-dimethyl-6,10-dihydro-5-oxa-6,8-diazaanthra[2,3-d][1,3]dioxole-7,9-diones by condensation of 3,4-methylene dioxyphenol, aromatic aldehydes and 1,3-dimethylbarbituric acid under solvent-free conditions. Different types of aromatic. aldehydes were used in the reaction and in all cases the products were obtained in good to excellent yields.

  三磺酸三聚氰胺被用作高效可循环催化剂，用于在无溶剂条件下通过3,4-亚甲二氧苯酚、芳香醛和1,3-二甲基巴比妥酸的缩合反应合成10-芳基-6,8-二甲基-6,10-二氢-5-氧-6,8-二氮杂蒽[2,3-d][1,3]二噁烷-7,9-二酮。反应中使用了不同类型的芳香醛，在所有情况下产物的收率都在良好至优秀之间。
• Cyanuric chloride-catalyzed synthesis of 10-aryl-6,8-dimethyl-6,10-dihydro-5-oxa-6,8-diazaanthra[2,3-d][1,3]dioxole-7,9-diones
  作者：Wei Lin Li、Qiu Yan Luo、Fu Lin Yan

  DOI：10.1016/j.cclet.2011.01.020

  日期：2011.7

  An environmentally friendly procedure for the preparation of 10-aryl-6,8-dimethyl-6,10-dihydro-5-oxa-6,8-diazaanthra[2,3-d][1,3]dioxole-7,9-diones under thermal solvent-free conditions in the presence of cyanuric chloride as heterogeneous catalyst was developed. (C) 2011 Wei Lin Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.