((3-pyridine-2-yl)methylamino)propanenitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: ((3-pyridine-2-yl)methylamino)propanenitrile
• 英文别名: 3-((pyridin-2-ylmethyl)amino)propanenitrile；3-[(Pyridin-2-ylmethyl)amino]propanenitrile；3-(pyridin-2-ylmethylamino)propanenitrile
• 化学式: C₉H₁₁N₃
• mdl: MFCD11166782
• 分子量: 161.206
• InChiKey: OJFRFZXFVWLMNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  48.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ((3-pyridine-2-yl)methylamino)propanenitrile 在 potassium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Synthesis and characterization of metal dithiocarbamate derivatives of 3-((pyridin-2-yl)methylamino)propanenitrile: Crystal structure of [3-((pyridin-2-yl)methylamino)propanenitrile dithiocarbamato] nickel(II)

  摘要：

  Four metal dithiocarbamate complexes (Zn, Ni, Hg and Sn) based on an amine containing pyridyl and nitrite groups, 3-((pyridin-2-yl)methylamino)propanenitrile, were prepared and characterized by their elemental analysis, spectroscopic data (such as IR, H-1 and C-13 NMR), TGA analysis and X-ray crystallography of the Ni(II) complex. The presence of a band in the 1000 cm(-1) region in the IR spectra, without any splitting, confirms the symmetrical bidentate bonding mode of the dithiocarbamate ligand. Also, the short thioureide C=N distance in the X-ray analysis of the Ni complex confirms the delocalization of it electrons over the S2CN moiety and strong double bond character between the carbon and nitrogen atoms. In addition, the X-ray analysis reveals that C-H center dot center dot center dot pi contacts between the -CH2- groups and pyridine ring, and intermolecular C-H center dot center dot center dot N and C-H center dot center dot center dot S hydrogen bonds are effective in the stabilization of the crystal structure and formation of a 3D supra-molecular complex. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2015.10.058
• 作为产物：
  描述：

  2-氨甲基吡啶 、 丙烯腈 在 aluminum oxide 作用下， 以 neat (no solvent) 为溶剂， 反应 4.0h， 以92%的产率得到((3-pyridine-2-yl)methylamino)propanenitrile
  参考文献：
  名称：

  在无溶剂条件下使用酸性氧化铝进行 Aza-Michael 单加成

  摘要：

  脂肪族和芳香族伯胺与各种迈克尔受体之间的 Aza-Michael 反应在环境友好的无溶剂条件下使用酸性氧化铝作为非均相催化剂进行，以高产率选择性地获得相应的单加合物。丙烯酸乙酯是主要使用的受体，但其他如丙烯腈、丙烯酸甲酯和丙烯酰胺也被成功利用。双官能胺也以良好到极好的产率得到单加合物。此类化合物可作为合成抗癌和抗生素药物的中间体。

  DOI：

  10.3390/molecules21060815

文献信息

• Omega-[(hetero)alkyl]benz[cd]indol-2-amines
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0230035A2

  公开（公告）日：1987-07-29

  Omega-[(hetero)alkyl]benz[cd]indol-2-amines useful in inhibition of thromboxane synthetase and in treatment of hypertension in warm-blooded animals are disclosed.

  公开了可用于抑制血栓素合成酶和治疗温血动物高血压的ω-[（杂）烷基]苯并[cd]吲哚-2-胺。
• US5081131A
  申请人：——

  公开号：US5081131A

  公开（公告）日：1992-01-14
• Synthesis and characterization of metal dithiocarbamate derivatives of 3-((pyridin-2-yl)methylamino)propanenitrile: Crystal structure of [3-((pyridin-2-yl)methylamino)propanenitrile dithiocarbamato] nickel(II)
  作者：Azim Ziyaei Halimehjani、Saeedeh Torabi、Vahid Amani、Behrouz Notash、Mohammad Reza Saidi

  DOI：10.1016/j.poly.2015.10.058

  日期：2015.12

  Four metal dithiocarbamate complexes (Zn, Ni, Hg and Sn) based on an amine containing pyridyl and nitrite groups, 3-((pyridin-2-yl)methylamino)propanenitrile, were prepared and characterized by their elemental analysis, spectroscopic data (such as IR, H-1 and C-13 NMR), TGA analysis and X-ray crystallography of the Ni(II) complex. The presence of a band in the 1000 cm(-1) region in the IR spectra, without any splitting, confirms the symmetrical bidentate bonding mode of the dithiocarbamate ligand. Also, the short thioureide C=N distance in the X-ray analysis of the Ni complex confirms the delocalization of it electrons over the S2CN moiety and strong double bond character between the carbon and nitrogen atoms. In addition, the X-ray analysis reveals that C-H center dot center dot center dot pi contacts between the -CH2- groups and pyridine ring, and intermolecular C-H center dot center dot center dot N and C-H center dot center dot center dot S hydrogen bonds are effective in the stabilization of the crystal structure and formation of a 3D supra-molecular complex. (C) 2015 Elsevier Ltd. All rights reserved.
• Aza-Michael Mono-addition Using Acidic Alumina under Solventless Conditions
  作者：Giovanna Bosica、Roderick Abdilla

  DOI：10.3390/molecules21060815

  日期：——

  Aza-Michael reactions between primary aliphatic and aromatic amines and various Michael acceptors have been performed under environmentally-friendly solventless conditions using acidic alumina as a heterogeneous catalyst to selectively obtain the corresponding mono-adducts in high yields. Ethyl acrylate was the main acceptor used, although others such as acrylonitrile, methyl acrylate and acrylamide

  脂肪族和芳香族伯胺与各种迈克尔受体之间的 Aza-Michael 反应在环境友好的无溶剂条件下使用酸性氧化铝作为非均相催化剂进行，以高产率选择性地获得相应的单加合物。丙烯酸乙酯是主要使用的受体，但其他如丙烯腈、丙烯酸甲酯和丙烯酰胺也被成功利用。双官能胺也以良好到极好的产率得到单加合物。此类化合物可作为合成抗癌和抗生素药物的中间体。