8,8-dimethyl-8,9-dihydrospiro[chromeno[2,3-d]pyrimidine-5,3'-indoline]-2,2',4,6(1H,3H,7H)-tetraone | 1132760-02-1

• 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: 8,8-dimethyl-8,9-dihydrospiro[chromeno[2,3-d]pyrimidine-5,3'-indoline]-2,2',4,6(1H,3H,7H)-tetraone
• 英文别名: 8,8-dimethyl-8,9-dihydrospirochromeno[2,3-d]pyrimidine-5,3'-indolin-2,2',4,6(1H,3H,7H)-tetraone；8,8-dimethyl-7,9-dihydrospiro{chromeno[2,3-d]pyrimidin-5,3'-indoline}-2,2',4,6(1H,1'H,3H)tetraone；8',8'-dimethylspiro[1H-indole-3,5'-7,9-dihydro-1H-chromeno[2,3-d]pyrimidine]-2,2',4',6'-tetrone
• CAS: 1132760-02-1
• 化学式: C₂₀H₁₇N₃O₅
• 分子量: 379.372
• InChiKey: AABKVEKFVQHNMH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 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 、 靛红 、 5,5-二甲基-1,3-环己二酮 在 四丁基碘化铵 作用下， 以 水 为溶剂， 以82%的产率得到8,8-dimethyl-8,9-dihydrospiro[chromeno[2,3-d]pyrimidine-5,3'-indoline]-2,2',4,6(1H,3H,7H)-tetraone
  参考文献：
  名称：

  一锅三组分合成铬诺[2,3-d]嘧啶衍生物：新颖，简单，有效的电化学方法

  摘要：

  一种原子经济，选择性和方便的单罐操作规程，可用于合成具有医学优势的新型chromeno [2,3- d ]嘧啶支架，即巴比妥酸衍生物，1,3环二酮和各种醛的多组分反应据报道，室温下水介质中存在四正丁基碘化铵（TBAI）作为电解质。这种具有生态学意义的新颖概念提供了对环境无害的合成路线，较短的反应时间和简便的后处理步骤，且收率极高（88％至90％），并且还有利于面向多样性的大规模流程。通过IR，MS，NMR和CHN分析对合成产物进行表征。

  DOI：

  10.1002/jhet.3741

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。
• MnFe₂O₄@NH₂@2AB-Ni: a novel, highly active, stable and magnetically recoverable nanocatalyst and use of this heterogeneous catalyst in green synthesis of spirooxindoles in water
  作者：Hossein Naeimi、Zahra Rashid、Amir-Hassan Zarnani、Ramin Ghahremanzadeh

  DOI：10.1039/c4nj01182a

  日期：——

  In this research, superparamagnetic manganese ferrite nanoparticles were synthesized following a co-precipitation method, and subsequently coated with 3-aminopropyltriethoxysilane (APTES) through a silanization reaction. Manganese ferrite nanoparticles afforded bidentate ligands as a result of the reaction between isatoic anhydride and amino-functionalized MnFe2O4. The amino-functionalized nanoparticles were treated with nickel acetate, giving the immobilized nickel complex. Finally, catalytic properties of the prepared nanoparticles were examined by a green synthesis of spirooxindoles in water and they showed excellent catalytic activity. Recovery of the catalyst was simply achieved by applying an external permanent magnet. The isolated catalyst was reused for new reaction runs without significant loss of catalytic activity.

  在这项研究中，采用共沉淀法合成了超顺磁性锰铁氧体纳米颗粒，并通过硅烷化反应用3-氨丙基三乙氧基硅烷（APTES）进行了包覆。锰铁氧体纳米颗粒由于异苯酸酐与氨基功能化MnFe2O4之间的反应而赋予了双齿配体。氨基功能化的纳米颗粒与醋酸镍反应，形成了固定化的镍复合物。最后，通过在水中绿色合成脊环氧喹啉，考察了所制备纳米颗粒的催化性质，结果表明它们具有优异的催化活性。催化剂的回收只需应用外部永久磁铁即可轻松实现。分离的催化剂在新的反应中重复使用，没有显著降低催化活性。
• Zinc(II)‐poly(urea‐formaldehyde) supported on magnetic nanoparticles: A hybrid nanocatalyst for green synthesis of spiropyrans, spiroxanthenes, and spiropyrimidines
  作者：Mohammad Ali Bodaghifard、Zahra Mousavi

  DOI：10.1002/aoc.5859

  日期：2020.10

  Zinc‐poly(urea‐formaldehyde) supported on magnetic nanoparticles (MNPs@SiO2@PUF@Zn) was successfully used for the synthesis of spirooxindolopyran and spirooxindoloxanthene derivatives in aqueous medium as an environmentally benign condition. High yields, short reaction times, green solvent, reusability without significant reduction in catalytic activity, and simple separation of the catalyst using an external magnet

  将金属离子固定在无机载体上具有非常有趣的生物学，工业和催化应用。在这项研究中，通过将醋酸锌固定在磁性CoFe 2 O 4 @SiO 2上负载的聚脲甲醛表面上，成功制造了CoFe 2 O 4 @SiO 2 @ PUF @ Zn（OAc）2纳米结构。纳米颗粒通过一层一层的组装。杂化纳米颗粒的结构通过傅里叶变换红外光谱，X射线衍射，热重分析，能量色散X射线光谱，电感耦合等离子体原子发射光谱，振动样品磁力分析，Brunauer-Emmett-Teller表面积分析，扫描进行表征电子显微镜和透射电子显微镜。磁性纳米颗粒（MNPs @ SiO 2）上负载的锌-聚（脲醛）（PUF @ Zn）作为一种环境友好的条件，已成功地用于在水性介质中合成螺并氧杂并吡喃和螺并恶多恶并蒽衍生物。该方法的优点是高收率，较短的反应时间，绿色溶剂，可重用性而不会显着降低催化活性，使用外磁体简单地分离催化剂以及环境相容性。