4,3'-spiro[(6-amino-5-carbethoxy-3-methyl-2H,4H-pyrano[2,3-c]pyrazole)-N'-methyl-2'-oxindole]

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4,3'-spiro[(6-amino-5-carbethoxy-3-methyl-2H,4H-pyrano[2,3-c]pyrazole)-N'-methyl-2'-oxindole]
• 英文别名: ethyl 6'-amino-1,3'-dimethyl-2-oxo-1,2-dihydro-1'H-spiro[indole-3,4'-pyrano[2,3-c]pyrazole]-5'-carboxylate；ethyl 6-amino-1',3-dimethyl-2'-oxospiro[2H-pyrano[2,3-c]pyrazole-4,3'-indole]-5-carboxylate
• 化学式: C₁₈H₁₈N₄O₄
• 分子量: 354.365
• InChiKey: KWZNPGAXQNUSEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  ethyl (Z)-1-methyl-2-oxo-3-indolinylidenecyanoacetate 、 3-甲基-2-吡唑啉-5-酮 在 三乙醇胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以51%的产率得到4,3'-spiro[(6-amino-5-carbethoxy-3-methyl-2H,4H-pyrano[2,3-c]pyrazole)-N'-methyl-2'-oxindole]
  参考文献：
  名称：

  Synthesis and molecular structure of spirocyclic 2-oxindole derivatives of 2-amino-4H-pyran condensed with the pyrazolic nucleus

  摘要：

  4,3'-Spiro[(6-amino-5-R-3-methyl-2H,4H-pyrano[2,3-c]pyrazolo)-2'-oxindoles] were synthesized based on the three-component condensation of isatins with 3-methyl-pyrazolone-5 and respective methylene active nitriles in the presence of basic catalysts. The molecular structure of the resulting compounds was proved unambiguously by X-ray diffraction. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.050

文献信息

• Design and development of a new functionalized cellulose-based magnetic nanocomposite: preparation, characterization, and catalytic application in the synthesis of diverse pyrano[2,3-c]pyrazole derivatives
  作者：Ali Maleki、Vahid Eskandarpour

  DOI：10.1007/s13738-019-01610-9

  日期：2019.7

  for the preparation of a new cellulose-based functionalized magnetic nanocomposite catalyst is described. The structure and morphology of the prepared nanomaterial was characterized by scanning electron microscopy, energy-dispersive X-ray analysis, X-ray diffraction patterns, and Fourier transform infrared spectroscopy analyses. Then, its catalytic activity was investigated in the synthesis of 2,4-dihydropyrano[2

  在这项工作中，描述了一种用于制备新型纤维素基功能化磁性纳米复合催化剂的简便方案。通过扫描电子显微镜，能量色散X射线分析，X射线衍射图和傅立叶变换红外光谱分析对所制备的纳米材料的结构和形态进行表征。然后，其催化活性在2,4-二氢吡喃并[2,3-的合成进行了研究Ç ]吡唑并螺[二氢吲哚-3,4'-吡喃并[2,3- Ç吡唑衍生物是通过在短反应时间，高收率和温和条件下，在靛红或醛或苯乙酮，乙酰乙酸乙酯，水合肼和丙二腈或氰基乙酸乙酯之间进行一锅四组分反应而制得的。纳米复合材料仅需通过外部磁体分离即可重复使用数次，而不会明显降低活性。
• Novel organometallic nanomagnetic catalyst for multicomponent synthesis of spiroindoline derivatives
  作者：Seyedeh Fatemeh Hojati、Amirhassan Amiri、Sakineh Mohamadi、Nasrin MoeiniEghbali

  DOI：10.1007/s11164-017-3228-5

  日期：2018.4

  characterized by Fourier-transform infrared (FT-IR) spectroscopy, transmission electron microscopy (TEM), and X-ray diffraction (XRD) analysis, and applied for four-component synthesis of spiro[indoline-3,4′-pyrano[2,3-c]pyrazole] derivatives from isatin, hydrazine hydrate or phenylhydrazine, ethyl acetoacetate, and malononitrile or ethyl cyanoacetate in aqueous medium at room temperature. Use of water as safe

  制备了一种新型的可重复使用的绿色聚苯胺（PANI）/ Fe 3 O 4 /碳纳米管（CNT）纳米磁性催化剂，其特征在于具有傅里叶变换红外光谱（FT-IR），透射电子显微镜（TEM）和X-射线衍射（XRD）分析，并用于由靛红，水合肼或苯肼，乙酰乙酸乙酯和丙二腈或乙基四氢吡咯并[吲哚啉-3,4'-吡喃并[2,3- c ]吡唑]衍生物的四组分合成在室温下于水性介质中使用氰基乙酸盐。使用水作为安全且对环境无害的溶剂，反应时间短，产物收率高，后处理步骤容易，催化剂易于分离和可重复使用是该方法的显着优势。
• The investigation of substituent effect in the structure of copolymer as the protecting cover of magnetic nanocomposite on its catalytic activity
  作者：Seyedeh Fatemeh Hojati、Fariba Zeidabadi Nezhad、Reyhane Kashki

  DOI：10.1007/s11164-022-04885-5

  日期：2023.2

  (B) nanocomposites have been synthesized and characterized by FT‐IR, SEM, EDS, VSM, TGA and BET techniques. Their catalytic activity has been evaluated in the synthesis of spiro[indoline-3,4′-pyrano[2,3-c]pyrazole] derivatives and compared together to show the substituent effect in the structure of copolymer as the cover of CNT-Fe3O4. The one‐pot four‐component condensation of isatin, hydrazine hydrate

  合成了两种磁性 CNT-Fe 3 O 4 @Poly(Py-co-Ani) (A) 和 CNT-Fe 3 O 4 @Poly(Py-co-Ani-NO 2 ) (B) 纳米复合材料并通过 FT 表征‐IR、SEM、EDS、VSM、TGA 和 BET 技术。它们的催化活性已在螺[二氢吲哚-3,4'-吡喃并[2,3-c]吡唑]衍生物的合成中进行了评估，并一起进行了比较，以显示作为CNT-Fe覆盖层的共聚物结构中的取代基效应3 O 4. 在这两种纳米复合材料的存在下，室温下在水性介质中进行靛红、水合肼、乙酰乙酸乙酯和丙二腈或氰基乙酸乙酯的一锅四组分缩合反应，在两种方法中均以良好至极好的产率生成相应的产物个案。目前的方法具有几个优点，例如产品收率高、反应时间短、使用水作为绿色溶剂、易于处理程序和可重复使用以及由于催化剂的磁性而从反应混合物中磁性分离。
• Synthesis and molecular structure of spirocyclic 2-oxindole derivatives of 2-amino-4H-pyran condensed with the pyrazolic nucleus
  作者：Ruslan Gr. Redkin、Leonid A. Shemchuk、Valentine P. Chernykh、Oleg V. Shishkin、Svetlana V. Shishkina

  DOI：10.1016/j.tet.2007.08.050

  日期：2007.11

  4,3'-Spiro[(6-amino-5-R-3-methyl-2H,4H-pyrano[2,3-c]pyrazolo)-2'-oxindoles] were synthesized based on the three-component condensation of isatins with 3-methyl-pyrazolone-5 and respective methylene active nitriles in the presence of basic catalysts. The molecular structure of the resulting compounds was proved unambiguously by X-ray diffraction. (C) 2007 Elsevier Ltd. All rights reserved.