3,3,-dipiperidino-2-oxindoline | 5149-74-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3,3,-dipiperidino-2-oxindoline
• 英文别名: 3,3-dipiperidino-indolin-2-one；3,3-Dipiperidino-indolin-2-on；3,3-Di(piperidin-1-yl)-1,3-dihydro-2H-indol-2-one；3,3-di(piperidin-1-yl)-1H-indol-2-one
• CAS: 5149-74-6
• 化学式: C₁₈H₂₅N₃O
• 分子量: 299.416
• InChiKey: GGLPHXFAOJVIQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  35.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933790090

反应信息

• 作为反应物：
  描述：

  3,3,-dipiperidino-2-oxindoline 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Schotten, Chemische Berichte, 1891, vol. 24, p. 1367

  摘要：

  DOI：
• 作为产物：
  描述：

  哌啶 、 靛红 以 水 为溶剂， 反应 0.17h， 以46%的产率得到3,3,-dipiperidino-2-oxindoline
  参考文献：
  名称：

  Studies of the Reaction between Indole-2,3-diones (Isatins) and Secondary Aliphatic Amines.

  摘要：

  Simple secondary aliphatic amines react with isatin to yield, depending on the structure, either 2-amino-phenylglyoxamides, such as 2-amino-N,N-dimethyl-phenylglyoxamide, or dialkylammonium salts of 2-aminophenylglyoxylic acids. Reaction of isatin with N,N'-dimethylethylenediamine gave an unusual 2:1 product, whose structure has been determined by X-ray crystallography.

  DOI：

  10.3891/acta.chem.scand.51-0753

文献信息

• Three-component 1,3-dipolar cycloaddition reactions in synthesis of spiro[pyrrolidine-2,3?-oxindoline] derivatives
  作者：Abdel-Aziz S. El-Ahl

  DOI：10.1002/hc.10038

  日期：——

  Regio- and stereospecific syntheses of several spiro[pyrrolidine2,3′-oxindole] derivatives by cycloaddition trapping of azomethine ylides generated in situ, via decarboxylative condensation of isatin with α-amino acids or by reaction of secondary amines with isatin, are reported. 2,6-Dibenzylidenecyclohexanone, 2-arylidene-1-tetralone, and arylidenemalononitrile derivatives have been efficiently used

  据报道，通过环加成捕获原位生成的偶氮甲碱叶立德，通过靛红与 α-氨基酸的脱羧缩合或仲胺与靛红的反应，区域和立体有择合成了几种螺[吡咯烷 2,3'-羟吲哚] 衍生物。2,6-二亚苄基环己酮、2-亚芳基-1-四氢萘酮和亚芳基丙二腈衍生物已被有效地用作捕获偶极体。添加物的区域和立体化学受前沿轨道和空间相互作用控制。© 2002 Wiley Periodicals, Inc. 杂原子化学 13:324–329, 2002; 在线发表于 Wiley Interscience (www.interscience.wiley.com)。DOI 10.1002/hc.10038
• X=Y-ZH compounds as potential 1,3-Dipoles. Part 281,2 the iminium ion route to azomethine ylides. background and reaction of amines with bifunctional ketones.
  作者：Harriet Ardill、M.J.R. Dorrity、Ronald Grigg、Mooi-Sin Leon-Ling、J.F. Malone、Visuvanathar Sridharan、Sunit Thianpatanagul.

  DOI：10.1016/s0040-4020(01)96013-2

  日期：1990.1

  The reaction of isatin, ninhydrin and acenaphthenequinone with primary and secondary amines gives rise to stereospecific formation of intermediate azomethine ylides which can be trapped by cycloaddition to methyl acrylate or N-methylmaleimide. The regiochemistry of the cycloadditions to methyl acrylate is controlled by both frontier orbital and steric interactions with the latter dominating in the

  靛红，茚三酮和啶醌与伯胺和仲胺的反应引起中间体偶氮甲亚胺基立体定向形成，该中间体可通过环加成而被捕集到丙烯酸甲酯或N-甲基马来酰亚胺中。丙烯酸甲酯的环加成物的区域化学反应受前沿轨道和空间相互作用的控制，在所研究的实例中，后者占主导地位。
• Liebermann; Krauss, Chemische Berichte, 1907, vol. 40, p. 2512
  作者：Liebermann、Krauss

  DOI：——

  日期：——
• Schotten, Chemische Berichte, 1891, vol. 24, p. 1367
  作者：Schotten

  DOI：——

  日期：——
• Studies of the Reaction between Indole-2,3-diones (Isatins) and Secondary Aliphatic Amines.
  作者：Jan Bergman、Claes Stålhandske、Hans Vallberg

  DOI：10.3891/acta.chem.scand.51-0753

  日期：——

  Simple secondary aliphatic amines react with isatin to yield, depending on the structure, either 2-amino-phenylglyoxamides, such as 2-amino-N,N-dimethyl-phenylglyoxamide, or dialkylammonium salts of 2-aminophenylglyoxylic acids. Reaction of isatin with N,N'-dimethylethylenediamine gave an unusual 2:1 product, whose structure has been determined by X-ray crystallography.