1-[2-(2-Methyl-aziridin-1-yl)-pyridin-3-yl]-3-phenyl-urea | 501433-78-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[2-(2-Methyl-aziridin-1-yl)-pyridin-3-yl]-3-phenyl-urea
• 英文别名: 1-[2-(2-Methylaziridin-1-yl)pyridin-3-yl]-3-phenylurea
• CAS: 501433-78-9
• 化学式: C₁₅H₁₆N₄O
• 分子量: 268.318
• InChiKey: JQPATKYSKXRNNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  57
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[2-(2-Methyl-aziridin-1-yl)-pyridin-3-yl]-3-phenyl-urea 在 四氯化碳 、 三乙胺 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以45%的产率得到2-Methyl-1-phenyl-2,3-dihydro-1H-1,3a,4,8-tetraaza-cyclopenta[a]indene
  参考文献：
  名称：

  Heterocyclization reaction of 2‐(2‐methylaziridin‐1‐yl)‐3‐ureidopyridines under appel's conditions

  摘要：

  AbstractThe reaction of 2‐(2‐methylaziridin‐1‐yl)‐3‐ureidopyridines12with triphenylphosphine, carbon tetra‐chloride, and triethylamine (Appel's conditions) led to the corresponding carbodiimides13, which underwent intramolecular cycloaddition reaction with aziridine under the reaction conditions to give the pyridine‐fused heterocycles, 2,3‐dihydro‐1H‐imidazo[2′,3′:2,3]imidazo[4,5‐b]pyridines16and 12,13‐dihydro‐5H‐1,3 ‐benzodiazepino [2′,3′:2,3] imidazo[4,5‐b]pyridines17.

  DOI：

  10.1002/jhet.5570390518
• 作为产物：
  描述：

  2-(2-methylaziridin-1-yl)-3-nitropyridine 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 14.0h， 生成 1-[2-(2-Methyl-aziridin-1-yl)-pyridin-3-yl]-3-phenyl-urea
  参考文献：
  名称：

  Heterocyclization reaction of 2‐(2‐methylaziridin‐1‐yl)‐3‐ureidopyridines under appel's conditions

  摘要：

  AbstractThe reaction of 2‐(2‐methylaziridin‐1‐yl)‐3‐ureidopyridines12with triphenylphosphine, carbon tetra‐chloride, and triethylamine (Appel's conditions) led to the corresponding carbodiimides13, which underwent intramolecular cycloaddition reaction with aziridine under the reaction conditions to give the pyridine‐fused heterocycles, 2,3‐dihydro‐1H‐imidazo[2′,3′:2,3]imidazo[4,5‐b]pyridines16and 12,13‐dihydro‐5H‐1,3 ‐benzodiazepino [2′,3′:2,3] imidazo[4,5‐b]pyridines17.

  DOI：

  10.1002/jhet.5570390518

文献信息

• Heterocyclization reaction of 2‐(2‐methylaziridin‐1‐yl)‐3‐ureidopyridines under appel's conditions
  作者：Ji‐Sun Lim、Kee‐Jung Lee

  DOI：10.1002/jhet.5570390518

  日期：2002.9

  AbstractThe reaction of 2‐(2‐methylaziridin‐1‐yl)‐3‐ureidopyridines12with triphenylphosphine, carbon tetra‐chloride, and triethylamine (Appel's conditions) led to the corresponding carbodiimides13, which underwent intramolecular cycloaddition reaction with aziridine under the reaction conditions to give the pyridine‐fused heterocycles, 2,3‐dihydro‐1H‐imidazo[2′,3′:2,3]imidazo[4,5‐b]pyridines16and 12,13‐dihydro‐5H‐1,3 ‐benzodiazepino [2′,3′:2,3] imidazo[4,5‐b]pyridines17.