2-(4-amino-2-isopropyl-2,5-dihydro-1H-imidazol-5-ylidene)malononitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 亚胺内酰胺
• 英文名称: 2-(4-amino-2-isopropyl-2,5-dihydro-1H-imidazol-5-ylidene)malononitrile
• 英文别名: [5-amino-2-(propan-2-yl)-2,3-dihydro-4H-imidazol-4-ylidene]propanedinitrile；2-(4-amino-2-propan-2-yl-1,2-dihydroimidazol-5-ylidene)propanedinitrile
• 化学式: C₉H₁₁N₅
• 分子量: 189.22
• InChiKey: CZFWXOLQIRGQOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  98
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N'-Diisobutyliden-1,1-diamino-2-methyl-propan 、 2-aminoethene-1,1,2-tricarbonitrile 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以63%的产率得到2-(4-amino-2-isopropyl-2,5-dihydro-1H-imidazol-5-ylidene)malononitrile
  参考文献：
  名称：

  Three-component synthesis of 2-(4-amino-2,5-dihydro-1H-imidazol-5-ylidene)malononitriles

  摘要：

  2-(4-Amino-2,5-dihydro-1H-imidazol-4-yildene)malononitriles were synthesized by three-component reaction of tetracyanoethylene, carbonyl compound, and ammonium acetate. The synthesis can be performed in two steps with intermediate isolation of 2-aminoethene-1,1,2-tricarbonitrile, as well as using preliminarily prepared 2-aminoethene-1,1,2-tricarbonitrile and 1,3,5-trisubstituted 2,4-diazapentadienes.

  DOI：

  10.1134/s1070428008040179

文献信息

• Synthesis of 2-[5-amino-2,3-dihydro-4H-imidazol-4-ylidene]malononitriles
  作者：A.V. Eremkin、O.V. Ershov、Ya.S. Kayukov、V.P. Sheverdov、O.E. Nasakin、V.A. Tafeenko、E.V. Nurieva

  DOI：10.1016/j.tetlet.2005.12.092

  日期：2006.2

  Using the system of tetracyanoethylene, ammonium acetate and a carbonyl compound, the preparation of 2-[5-amino-2,3-dihydro-4H-imidazol-4-ylidene]malononitriles was carried out. The structures of these new dihydroimidazoles were determined by NMR experiments and by X-ray crystallography.

  使用四氰基乙烯，乙酸铵的系统和羰基化合物的制备，2- [5-氨基-2,3-二氢-4- ħ咪唑-4-亚基]丙二腈进行。这些新的二氢咪唑的结构是通过NMR实验和X射线晶体学确定的。
• Three-component synthesis of 2-(4-amino-2,5-dihydro-1H-imidazol-5-ylidene)malononitriles
  作者：O. V. Ershov、A. V. Eremkin、Ya. S. Kayukov、A. N. Lyshchikov、O. E. Nasakin、V. A. Tafeenko

  DOI：10.1134/s1070428008040179

  日期：2008.4

  2-(4-Amino-2,5-dihydro-1H-imidazol-4-yildene)malononitriles were synthesized by three-component reaction of tetracyanoethylene, carbonyl compound, and ammonium acetate. The synthesis can be performed in two steps with intermediate isolation of 2-aminoethene-1,1,2-tricarbonitrile, as well as using preliminarily prepared 2-aminoethene-1,1,2-tricarbonitrile and 1,3,5-trisubstituted 2,4-diazapentadienes.