spiro[3,4']-5-bromo-1,3-dihydro-2H-indol-2-one-4',6',7',8'-tetrahydro-2',5'(1'H,3'H)quinazolinedione | 1419557-80-4

• 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: spiro[3,4']-5-bromo-1,3-dihydro-2H-indol-2-one-4',6',7',8'-tetrahydro-2',5'(1'H,3'H)quinazolinedione
• CAS: 1419557-80-4
• 化学式: C₁₅H₁₂BrN₃O₃
• 分子量: 362.183
• InChiKey: SBNHPMDKZKAFDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.92
• 重原子数：
  22.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  87.3
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  5-溴靛红 、 1,3-环己二酮 、 尿素 以 neat (no solvent) 为溶剂， 反应 4.0h， 以90%的产率得到spiro[3,4']-5-bromo-1,3-dihydro-2H-indol-2-one-4',6',7',8'-tetrahydro-2',5'(1'H,3'H)quinazolinedione
  参考文献：
  名称：

  TiO₂–SiO₂ nanocomposite as a highly efficient catalyst for the solvent-free cyclocondensation reaction of isatins, cyclohexanones, and urea

  摘要：

  一种TiO₂–SiO₂纳米复合催化剂在无溶剂条件下，以高效率催化1H-吲哚-2,3-二酮（异酮）、1,3-环己二酮和尿素的一锅式环合反应，反应温度为T = 70°C。该方法可以高产率地生成相应的螺环产物，并且反应时间短。TiO₂–SiO₂纳米复合催化剂的独特特点是具有高催化活性、易于制备、无毒、负载量低和可重复使用。

  DOI：

  10.1515/znb-2019-0059

文献信息

• A new eco-friendly strategy for the synthesis of novel antimicrobial spiro-oxindole derivatives via supramolecular catalysis
  作者：Shyam Babu Singh、Kamleshwar Tiwari、Pankaj Kumar Verma、Madhulika Srivastava、Kamla Prasad Tiwari、Jagdamba Singh

  DOI：10.1080/10610278.2012.761341

  日期：2013.5.1

  Novel spiro-oxindole derivatives were synthesised by one-pot multicomponent reaction using isatins, urea and 1,3-dicarbonyls. -Cyclodextrin, an oligosaccharide, catalysed the reaction and can be reused for further reaction after recovery. This developed synthetic route is environmentally benign in which water is used as solvent to produce excellent yields of products. The synthesised compounds were evaluated for their antimicrobial activities against two bacteria and two fungi. All the synthesised spiro-oxindoles exhibit significant antimicrobial activity.