2-Dimethylamino-2-imidazolin-4-on | 34293-31-7

• 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: 2-Dimethylamino-2-imidazolin-4-on
• 英文别名: 2-(Dimethylamino)-1,4-dihydroimidazol-5-one
• CAS: 34293-31-7
• 化学式: C₅H₉N₃O
• mdl: MFCD19217725
• 分子量: 127.146
• InChiKey: ZPXZFCWNPALTOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  44.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Dimethylamino-2-imidazolin-4-on 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 2-Dimethylamino-5-[1-(1H-indol-3-yl)-meth-(E)-ylidene]-1,3-dimethyl-4-oxo-4,5-dihydro-3H-imidazol-1-ium; iodide
  参考文献：
  名称：

  Synthesis of 2-dimethylaminoimidazole derivatives: a new access to indolyl-imidazole alkaloids of marine origin.

  摘要：

  The first preparation of 2-dimethylaminoimidazole 1a, a structural feature of several marine products was undertaken and its reactivity investigated. The synthesis of natural alkaloids 5 and 12b was achieved by direct coupling of the easily accessible oxidized 2-dimethylaminoimidazoles 7 and 8 with indole-3-carboxaldehyde and indole respectively, demonstrating the usefulness of this approach for other structurally related natural products.

  DOI：

  10.1016/s0040-4039(00)92376-1
• 作为产物：
  描述：

  草酸醛 、 1.1-二甲基胍盐酸盐 以 水 为溶剂， 反应 8.0h， 以52%的产率得到2-Dimethylamino-2-imidazolin-4-on
  参考文献：
  名称：

  Synthesis of 2-dimethylaminoimidazole derivatives: a new access to indolyl-imidazole alkaloids of marine origin.

  摘要：

  The first preparation of 2-dimethylaminoimidazole 1a, a structural feature of several marine products was undertaken and its reactivity investigated. The synthesis of natural alkaloids 5 and 12b was achieved by direct coupling of the easily accessible oxidized 2-dimethylaminoimidazoles 7 and 8 with indole-3-carboxaldehyde and indole respectively, demonstrating the usefulness of this approach for other structurally related natural products.

  DOI：

  10.1016/s0040-4039(00)92376-1

文献信息

• Synthesis of 2-dimethylaminoimidazole derivatives: a new access to indolyl-imidazole alkaloids of marine origin.
  作者：Angeliki Dalkafouki、Janick Ardisson、Nicole Kunesch、Liliane Lacombe、Jacques E. Poisson

  DOI：10.1016/s0040-4039(00)92376-1

  日期：1991.9

  The first preparation of 2-dimethylaminoimidazole 1a, a structural feature of several marine products was undertaken and its reactivity investigated. The synthesis of natural alkaloids 5 and 12b was achieved by direct coupling of the easily accessible oxidized 2-dimethylaminoimidazoles 7 and 8 with indole-3-carboxaldehyde and indole respectively, demonstrating the usefulness of this approach for other structurally related natural products.