6-((furan-2-yl)methyl)-6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione | 383149-01-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-((furan-2-yl)methyl)-6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione
• 英文别名: 6-(furan-2-ylmethyl)-6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione；6-(furan-2-ylmethyl)-6aH-isoindolo[2,3-a]quinazoline-5,11-dione
• CAS: 383149-01-7
• 化学式: C₂₀H₁₄N₂O₃
• 分子量: 330.343
• InChiKey: WFTBGSSAHGXLJD-UHFFFAOYSA-N

物化性质

• 沸点：
  551.7±50.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  53.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-(furan-2-ylmethyl)-2-nitrobenzamide 、 邻羧基苯甲醛 在 tin(II) chloride dihdyrate 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以85%的产率得到6-((furan-2-yl)methyl)-6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione
  参考文献：
  名称：

  N-取代的2-硝基苯甲酰胺和2-甲酰基苯甲酸的还原一锅反应合成异吲哚并[2,1-a]喹唑啉-5,11-二酮衍生物

  摘要：

  各种异吲哚基[2,1-一个]喹唑啉-5,11-二酮衍生物3进行以良好的收率由的还原反应的方法合成ñ -取代的2- nitrobenzamides 1和2甲酰基酸2中的SnCl存在2 ⋅在EtOH中回流下的2 H 2 O（方案，表）。该过程需要两个步骤，即2-硝基苯甲酰胺的硝基还原和通过在甲酰基和羧酸CO基团上亲核加成NH 2基来闭环。

  DOI：

  10.1002/hlca.201200199

文献信息

• Synthesis of Isoindolo[2,1-<i>a</i>]quinazoline Derivatives in Ionic Liquid Catalyzed by Iodine
  作者：Lian Lu、Ke Yang、Mei-Mei Zhang、Xiang-Shan Wang

  DOI：10.1002/jhet.1696

  日期：2014.5

  A mild, green, and facile method for the synthesis of 6,6a‐dihydroisoindolo[2,1‐a]quinazoline‐5,11‐dione derivatives is described in high yields using ionic liquids as green media. The method involves the reaction of 2‐aminobenzamides with 2‐formylbenzoic acid catalyzed by iodine and provides a new alkaloid library with potential activity for biomedical screening.

  对6,6的合成温和，绿色和简便方法一个-dihydroisoindolo [2,1-一个]喹唑啉-5,11-二酮衍生物以高产率使用离子液体作为绿色媒体进行说明。该方法涉及2-氨基苯甲酰胺与碘催化的2-甲酰基苯甲酸的反应，并提供了具有生物活性筛选潜力的新生物碱文库。
• The synthesis of 2,3-dihydroquinazoline-4(1H)-one and dihydroisoindolo[2,1-a]quinazoline-5,11-dione derivatives in the presence of imidazolium ionic liquid sulfonic acid functionalized SBA-15: a novel feature of SBA-15
  作者：Sepideh Abbasian、Hassan Kabirifard、Mohammad Mahdavi

  DOI：10.24820/ark.5550190.p010.448

  日期：——

  3-dihydroquinazoline-4(1H)-one and dihydroisoindolo[2,1-a]quinazoline-5,11-dione derivatives via three-component reaction between isatoic anhydride, amines and aromatic aldehydes at 50 °C in ethanol and water mixture as solvent. We found the synthetic imidazolium ionic liquid sulfonic acid functionalized SBA-15 as a convenient catalyst for this methodology. The catalyst performs the reaction in mild reaction conditions

  设计、合成了新型多相催化剂 SBA-15 (ImIL-Sul-SBA-15) 上的咪唑基离子液体，并通过 FT-IR、扫描电子显微镜 (SEM)、透射电子显微镜 (TEM)、和 Brunauer-Emmett-Teller (BET) 分析。这种新型纳米结构用于通过靛红酸酐、胺之间的三组分反应合成各种 2,3-二氢喹唑啉-4(1H)-one 和二氢异吲哚并[2,1-a]喹唑啉-5,11-二酮衍生物和芳香醛在 50 °C 的乙醇和水混合物中作为溶剂。我们发现合成咪唑鎓离子液体磺酸官能化的 SBA-15 作为该方法的一种方便的催化剂。催化剂在温和的反应条件下进行反应，并且可以通过简单的过滤轻松地从反应混合物中分离出来，
• ISOINDOLO[2,1-A]QUINAZOLINE DERIVATIVES FOR STABILIZATION OF ORGANIC MATERIALS
  申请人：BASF SE

  公开号：EP2828353B1

  公开（公告）日：2016-05-18
• ISOINDOLO[2, 1-A]QUINAZOLINE DERIVATIVES FOR STABILIZATION OF ORGANIC MATERIALS
  申请人：BASF SE

  公开号：US20150087755A1

  公开（公告）日：2015-03-26

  The present invention relates to a composition, which comprises a) an organic material susceptible to oxidative, thermal or light-induced degradation, which is a polymer, an oligohydroxy compound, a wax, a fat or a mineral oil, with the proviso that the polymer is not a polypeptide, agar-agar or a component of agar-agar and the oligohydroxy compound is not glucose or a component of agar-agar; and b) a compound of formula (I) n is 1, 2, 3 or 4; when n is 1, R 5 is H, C 1 -C 30 -alkyl, C 3 -C 10 -cycloalkyl, C 6 -C 10 -aryl, which is unsubstituted or substituted by C 1 -C 8 -alkyl, C 1 -C 8 -alkoxy, halogen or one phenyl, C 7 -C 13 -aralkyl, C 2 -C 22 -alkenyl, C 3 -C 12 -alkinyl, OH, C 1 -C 30 -alkyloxy, C 3 -C 10 -cycloalkyloxy, C 6 -C 12 -aryloxy, C 7 -C 13 -aralkyloxy, hydroxy-C 1 -C 8 -alkyl, carboxy-C 1 -C 12 -alkyl, C 1 -C 12 -alkoxycarbonyl-C 1 -C 12 -alkyl, C 2 -C 30 -alkyl, which is interrupted by one or more oxygen atoms, C 2 -C 16 -alkyl, which is interrupted by one sulfur atom, or NR′ 1 R′ 2 ; when n is 2, R 5 is C 1 -C 12 -alkane-diyl, C 6 -C 14 -arylene, C 4 -C 8 -cycloalkane-bis-(C 1 -C 4 -alkylene), C 6 -C 14 -arene-bis-(C 1 -C 4 -alkylene), C 4 -C 24 -alkane-diyl, which is interrupted by one or more oxygen atoms, C 4 -C 20 -alkane-diyl, which is interrupted by one or more —NH—, —N(C 1 -C 8 -alkyl)- or —N(hydroxy-C 1 -C 8 -alkyl)-, piperazine-N,N′-bis-(C 1 -C 4 -alkylene) or C 2 -C 10 -alkane-diyl, which is interrupted by one sulfur atom; R 1 to R 4 and R 6 to R 9 are each independently from each other H, C 1 -C 12 -alkyl, C 3 -C 10 -cycloalkyl, C 3 -C 22 -alkenyl, C 1 -C 12 -alkoxy, C 1 -C 12 -alkylsulfanyl, hydroxy-C 1 -C 8 -alkyl, halogen, NR″ 1 R″ 2 , NO 2 , CN, phenyl, phenyloxy or R 1 and R 2 or R 2 and R 3 or R 3 and R 4 or R 6 and R 7 or R 7 and R 8 or R 8 and R 9 are linked together to form a five- or 6-membered alicylic, aromatic or heterocyclic ring together with their 2 corresponding carbons atoms, to which they are attached.
• US9321902B2
  申请人：——

  公开号：US9321902B2

  公开（公告）日：2016-04-26