5'-bromo-7,8,9-trihydrospiro{chromeno[2,3-d]pyrimidin-5,3'-indoline}-2,2',4,6(1H,1'H,3H)tetraone | 1132760-23-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃嘧啶类
• 英文名称: 5'-bromo-7,8,9-trihydrospiro{chromeno[2,3-d]pyrimidin-5,3'-indoline}-2,2',4,6(1H,1'H,3H)tetraone
• 英文别名: 5'-bromo-8,9-dihydrospiro[chromeno[2,3-d]pyrimidine-5,3'-indoline]-2,2',4,6(1H,3H,7H)-tetraone；5'-bromospiro[1,7,8,9-tetrahydrochromeno[2,3-d]pyrimidine-5,3'-1H-indole]-2,2',4,6-tetrone
• CAS: 1132760-23-6
• 化学式: C₁₈H₁₂BrN₃O₅
• 分子量: 430.214
• InChiKey: JKSDAMANVXJIMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  27
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  114
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  巴比妥酸 、 5-溴靛红 、 1,3-环己二酮 在 [Fe₃O₄(at)SiO₂(at)Pr-DABCO-SO₃H]Cl₂ 作用下， 以 水 为溶剂， 反应 0.83h， 以93%的产率得到5'-bromo-7,8,9-trihydrospiro{chromeno[2,3-d]pyrimidin-5,3'-indoline}-2,2',4,6(1H,1'H,3H)tetraone
  参考文献：
  名称：

  具有磺酸标签的新型基于DABCO的纳米磁性催化剂的合成：在合成多种螺吡喃中的应用

  摘要：

  摘要 在本文中，磺酸官能化的1,4-二氮杂双环[2.2.2]辛烷（DABCO）基磁性纳米粒子的Fe 3 ö 4的[Fe 3 ö 4 @SiO 2 @镨DABCO-SO 3 H]氯2合成并使用各种技术对其进行充分表征。然后检查该催化剂的螺吡喃衍生物的便利合成，导致高反应产率，短反应时间以及催化剂的回收和可重复使用性。 图形概要

  DOI：

  10.1007/s11164-018-3421-1

文献信息

• Silica-bonded 1,4-diaza-bicyclo[2.2.2]octane-sulfonic acid chloride catalyzed synthesis of spiropyran derivatives
  作者：Ahmad Reza Moosavi-Zare、Mohammad Ali Zolfigol、Ehsan Noroozizadeh、Rasoul Salehi-Moratab、Mahmoud Zarei

  DOI：10.1016/j.molcata.2016.04.021

  日期：2016.8

  Abstract In this research, a novel nanostructured heterogeneous catalyst, namely silica-bonded 1,4-diaza-bicyclo[2.2.2]octane-sulfonic acid chloride (SBDBSAC), as an acidic ionic liquid based on 1,4-diaza-bicyclo[2.2.2]octane ring bonded to silica has been prepared and fully characterized by several techniques such as fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), thermogravimetric

  摘要 本研究以 1,4-二氮杂-双环为基础的酸性离子液体，即二氧化硅键合的 1,4-二氮杂-双环[2.2.2]辛烷-磺酰氯 (SBDBSAC) 为新型纳米结构多相催化剂。 [2.2.2] 与二氧化硅键合的辛烷环已通过傅里叶变换红外光谱 (FT-IR)、X 射线衍射 (XRD)、热重分析 (TGA)、差示热重 (DTG) 等多种技术制备并充分表征、扫描电子显微镜 (SEM)、透射电子显微镜 (TEM) 和能量色散 X 射线分析 (EDX)。纳米结构催化剂已被成功地用作可重复使用的纳米结构催化剂，用于绿色、
• One-pot three-component synthesis of functionalized spirooxindoles in gluconic acid aqueous solution
  作者：Rui-Yun Guo、Ping Wang、Guo-Dong Wang、Li-Ping Mo、Zhan-Hui Zhang

  DOI：10.1016/j.tet.2012.12.081

  日期：2013.2

  A general, efficient, and green method for one-pot synthesis of functionalized spirooxindoles through three-component condensation reaction of isatins, cyclohexane-1,3-diones, and barbituric acids is described employing gluconic acid aqueous solution (GAAS) as a novel reaction medium and catalyst. The reaction medium could be recycled and reused several times without significant loss of its efficiency

  描述了一种利用葡糖酸水溶液（GAAS）通过靛红，环己烷-1,3-二酮和巴比妥酸的三组分缩合反应一锅合成官能化螺硫辛醇的通用，有效且绿色的方法。介质和催化剂。反应介质可以循环使用多次，而不会显着降低其效率。
• Alum (KAl(SO4)2·12H2O) Catalyzed Multicomponent Transformation: Simple, Efficient, and Green Route to Synthesis of Functionalized Spiro[chromeno[2,3-d]pyrimidine-5,3′-indoline]-tetraones in Ionic Liquid Media
  作者：Mojtaba Mirhosseini Moghaddam、Ayoob Bazgir、Akhondi Mohammad Mehdi、Ramin Ghahremanzadeh

  DOI：10.1002/cjoc.201280014

  日期：2012.3

  The combination of isatin, barbituric acid, and cyclohexane‐1,3‐dione derivatives in the presence of alum (KAl(SO4)2·12H2O) as a catalyst for 15 min was found to be a suitable and efficient method for the synthesis of spiro[chromeno[2,3‐d]pyrimidine‐5,3′‐indoline]‐tetraones.

  发现在明矾（KAl（SO 4）2 ·12H 2 O）作为催化剂存在下15分钟将Isatin，巴比妥酸和环己烷-1,3-二酮衍生物组合使用是一种合适且有效的方法螺[ chromeno [2,3 - d ]嘧啶-5,3'-二氢吲哚]-四酮的合成。
• One-Pot, Three-Component Synthesis of a Library of Spirooxindole-Pyrimidines Catalyzed by Magnetic Nanoparticle Supported Dodecyl Benzenesulfonic Acid in Aqueous Media
  作者：Jia Deng、Li-Ping Mo、Fei-Yang Zhao、Zhan-Hui Zhang、Shou-Xin Liu

  DOI：10.1021/co3000264

  日期：2012.5.14

  Dodecyl benzenesulfonic acid functionalized silica-coated magnetic nanoparticles (gamma-Fe2O3@SiO2-DDBSA) were readily prepared and identified as an efficient catalyst for the synthesis of a library of spirooxindole-pyrimidine derivatives by three-component condensation reaction of barbituric acids, isatins and cyclohexane-1,3-diones. The aqueous reaction medium, easy recovery of the catalyst using an external magnet, and high yields make the protocol sustainable and economic.