6,8-dimethyl-10-(4-chlorophenyl)-6,10-dihydro-7H-[1,3]dioxolo[4′,5′:6,7]chromeno[2,3-d]pyrimidine-7,9(8H)-dione | 1309879-40-0

• 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: 6,8-dimethyl-10-(4-chlorophenyl)-6,10-dihydro-7H-[1,3]dioxolo[4′,5′:6,7]chromeno[2,3-d]pyrimidine-7,9(8H)-dione
• 英文别名: 6,8-dimethyl-10-(3-hydroxyphenyl)-6,10-dihydro-7H-[1,3]dioxolo[4,5:6,7]chromeno[2,3-d]pyrimidine- 7,9(8H)-dione；10-(4-chlorophenyl)-6,8-dimethyl-6,10-dihydro-5-oxa-6,8-diazaanthra[2,3-d][1,3] dioxole-7,9-dione；10-(4-chlorophenyl)-6,8-dimethyl-6,10-dihydro-5-oxa-6,8-diazaanthra[2,3-d][1,3]dioxole-7,9-dione
• CAS: 1309879-40-0
• 化学式: C₂₀H₁₅ClN₂O₅
• 分子量: 398.803
• InChiKey: CAIMNVCUEKPBNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 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 、 4-氯苯甲醛 在 melamine trisulfonic acid 作用下， 反应 1.0h， 以89%的产率得到6,8-dimethyl-10-(4-chlorophenyl)-6,10-dihydro-7H-[1,3]dioxolo[4′,5′:6,7]chromeno[2,3-d]pyrimidine-7,9(8H)-dione
  参考文献：
  名称：

  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

  摘要：

  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。

  DOI：

  10.1155/2011/853747

文献信息

• 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
  作者：Jitender M. Khurana、Anshika Lumb、Ankita Chaudhary、Bhaskara Nand

  DOI：10.1039/c2ra22406b

  日期：——

  A green and efficient one pot three component protocol has been developed for the synthesis of naphthopyranopyrimidines, diazaanthra[2,3-d][1,3]dioxole-7,9-dione and tetrahydrobenzo[a]xanthen-11-ones in PEG-400 catalyzed by alum (KAl(SO4)2·12H2O). Single crystal X-ray diffraction studies have been performed for naphthopyranopyrimidine (5). The synthesized compounds were screened for in vitro antioxidant activity by DPPH scavenging assay and compounds 3 and 4 manifested profound antioxidant potential.

  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。
• Activated Carbon/MoO3: Efficient Catalyst for Green Synthesis of Chromeno[d]pyrimidinediones and Xanthenones
  作者：Niloofar Sabet Mehr、Shahrzad Abdolmohammadi、Maryam Afsharpour

  DOI：10.2174/1386207323666200924111602

  日期：2021.6

  organic reactions because they have been found to influence the chemical and physical properties of bulk material. The chromene (benzopyran) nucleus constitutes the core structure in a major class of many biologically active compounds, and interest in their chemistry consequently continues because of their numerous biological activities. The xanthene (dibenzopyran) derivatives are classified as highly significant

  背景：纳米级金属氧化物催化剂已被广泛用于有机反应，因为已发现它们会影响散装材料的化学和物理性质。色烯（苯并吡喃）核构成了许多生物活性化合物的主要类别的核心结构，由于其众多的生物活性，因此对其化学的兴趣继续存在。呫吨（二苯并吡喃）衍生物被归类为具有多种生物活性特性的非常重要的化合物。嘧啶酮还因其显着的生物利用而引起了人们的兴趣，例如抗病毒、抗菌、抗高血压、抗肿瘤和钙阻滞剂作用。 目的：本文提出的这项工作的目的是制备活性炭/MoO3 纳米复合材料，并探索其作为绿色和可回收催化剂的作用，用于在室温下乙醇滴磨下合成色基[d]嘧啶二酮和呫吨酮。 方法：以树胶的碳化为新的天然前驱体合成活性炭，通过简单的途径成功制备了活性炭/MoO3纳米复合材料。然后，该纳米复合材料有效地用于 3,4-亚甲基二氧基苯酚、芳香醛和活性亚甲基化合物（包括 1,3-二甲基巴比妥酸和二甲酮）的反应，以高产率合成一系列色诺[d]
• 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。
• Fast and efficient synthesis of chromeno[<i>d</i>]pyrimidinediones catalysed by a TiO₂–SiO₂ nanocomposite in aqueous media
  作者：Mehrdad Kiani、Shahrzad Abdolmohammadi、Simin Janitabar-Darzi

  DOI：10.3184/174751917x14949407124706

  日期：2017.6

  A 1:1 TiO2–SiO2 nanocomposite was used as an efficient and green recyclable catalyst for the synthesis in water of 11 chromeno[d]pyrimidinediones, six of which are new. All reactions were carried out under very mild conditions to afford the corresponding products in excellent yields.

  1:1 TiO2-SiO2 纳米复合材料被用作一种高效且绿色可回收的催化剂，用于在水中合成 11 种色基[d]嘧啶二酮，其中 6 种是新的。所有反应均在非常温和的条件下进行，以优异的产率得到相应的产物。
• 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.