3-amino-5,10-dioxospiro[(3'H)-indol-3',1-5,10-dihydro-1(H)-pyrazolo(1,2-b)phthalazin]-(1'H)-2'-one-2-carbonitrile | 1241047-67-5

• 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: 3-amino-5,10-dioxospiro[(3'H)-indol-3',1-5,10-dihydro-1(H)-pyrazolo(1,2-b)phthalazin]-(1'H)-2'-one-2-carbonitrile
• 英文别名: 3'-amino-2,5',10'-trioxo-5',10'-dihydrospiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine]-2'-carbonitrile；1'-amino-2,5',10'-trioxospiro[1H-indole-3,3'-pyrazolo[1,2-b]phthalazine]-2'-carbonitrile
• CAS: 1241047-67-5
• 化学式: C₁₉H₁₁N₅O₃
• 分子量: 357.328
• InChiKey: GELKURPACPFXQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  27
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  邻苯二甲酰肼 、 2-(2-氧杂环丁-3-亚基)丙二腈 在 nickel dichloride 作用下， 以 PEG 600 为溶剂， 生成 3-amino-5,10-dioxospiro[(3'H)-indol-3',1-5,10-dihydro-1(H)-pyrazolo(1,2-b)phthalazin]-(1'H)-2'-one-2-carbonitrile
  参考文献：
  名称：

  氯化镍催化一锅三组分合成吡唑并邻苯二甲酰基螺并辛酯

  摘要：

  通过易得的靛红，丙二腈或氰基乙酸酯与邻苯二甲酰肼在聚乙二醇600中由氯化镍催化的一锅式三组分反应，已经开发出一种直接有效的方法来制备吡唑并酞菁螺并辛酯。使用简单的后处理程序即可获得出色的产量。

  DOI：

  10.1016/j.tet.2011.07.002

文献信息

• Efficient One-Pot Synthesis of Spiro[indoline-3,1′-pyrazolo[1,2-<i>b</i>] phthalazine] Derivatives<i>via</i>Three-Component Reaction
  作者：Hui Chen、Da-Qing Shi

  DOI：10.1002/jhet.993

  日期：2013.1

  An efficient one‐pot synthesis of spiro[indoline‐3,1′‐pyrazolo[1,2‐b]phthalazine] derivatives via three‐component reaction of phthalhydrazide, isatin, and malononitrile (cyanoacetic ester) is described. This new protocol has the advantages of high efficiency, mild reaction conditions, one‐pot procedure, and convenient operation.

  描述了一种通过邻苯二甲酰肼，靛红和丙二腈（氰基乙酸酯）的三组分反应有效地一锅合成螺[吲哚啉-3,1'-吡唑并[1,2- b ]邻苯二嗪]衍生物的方法。该新方案的优点是效率高，反应条件温和，一锅法操作，操作方便。
• Ultrasound-Promoted One-Pot, Three-Component Synthesis of Spiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine] Derivatives
  作者：Juxian Wang、Xiaoguang Bai、Changliang Xu、Yucheng Wang、Wei Lin、Yi Zou、Daqing Shi

  DOI：10.3390/molecules17078674

  日期：——

  A series of 3'-aminospiro[indoline-3,1'-pyrazolo[1,2-b]phthalazine]-2,5',10'-trione derivatives have been synthesized by a one-pot three-component reaction of isatin, malononitrile or ethyl cyanoacetate and phthalhydrazide catalyzed by piperidine under ultrasound irradiation. For comparison the reactions were carried out under both conventional and ultrasonic conditions. In general, improvement in

  通过靛红的一锅三组分反应合成了一系列3'-氨基螺[indoline-3,1'-吡唑并[1,2-b]酞嗪]-2,5',10'-三酮衍生物在超声辐照下由哌啶催化的丙二腈或氰基乙酸乙酯和邻苯二甲酰肼。为了比较，反应在常规和超声条件下进行。一般来说，与经典条件相比，当反应在超声处理下进行时，观察到速率和产率的提高。
• N,2-Dibromo-6-chloro-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide 1,1-dioxide: an efficient and homogeneous catalyst for one-pot synthesis of 4H-pyran, pyranopyrazole and pyrazolo[1,2-b]phthalazine derivatives under aqueous media
  作者：Ardeshir Khazaei、Mohammad Ali Zolfigol、Fatemeh Karimitabar、Iraj Nikokar、Ahmad Reza Moosavi-Zare

  DOI：10.1039/c5ra10730j

  日期：——

  1-dioxide (DCDBTSD) as a highly efficient and homogeneous catalyst was successfully applied for the synthesis of 4H-pyran, pyranopyrazole and pyrazolo[1,2-b]phthalazine derivatives by a one-pot multi-component reaction (MCR) in water. The described method has some advantages such as mild and neutral reaction media, high yields, short reaction times, cleaner and easier reaction profiles and compliance with

  N，2-二溴-6-氯-3,4-二氢-2 H-苯并[ e ] [1,2,4]噻二嗪-7-磺酰胺1,1-二氧化物（DCDBTSD）作为高效且均相的催化剂通过一锅多组分反应（MCR）在水中成功地将其用于合成4 H-吡喃，吡喃并吡唑和吡唑并[1,2- b ]酞嗪衍生物。所描述的方法具有一些优点，例如温和和中性的反应介质，高收率，较短的反应时间，更清洁和更容易的反应过程以及符合绿色化学方案。
• An efficient one-pot synthesis of novel pyrazolophthalazinyl spirooxindoles
  作者：Gnanamani Shanthi、Paramasivan T. Perumal

  DOI：10.1007/s12039-010-0047-2

  日期：2010.5

  A simple and efficient method for the synthesis of novel pyrazolophthalazinyl spirooxindoles by L-proline catalysed one-pot three-component reaction is described.

  介绍了一种简单高效的方法，通过 L-脯氨酸催化的一锅三组份反应合成新型吡唑酞嗪基螺吲哚。
• Kumari, Kumkum; Singh, Rahul; Singh, Krishna Nand, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2014, vol. 53, # 5, p. 625 - 630
  作者：Kumari, Kumkum、Singh, Rahul、Singh, Krishna Nand

  DOI：——

  日期：——