N-(o-aminobenzyl)azepane | 19668-00-9

• 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: N-(o-aminobenzyl)azepane
• 英文别名: 2-azepan-1-ylmethyl-aniline；2-Azepan-1-ylmethyl-phenylamine；2-(azepan-1-ylmethyl)aniline
• CAS: 19668-00-9
• 化学式: C₁₃H₂₀N₂
• 分子量: 204.315
• InChiKey: WISUGAJNGKAUPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  154 °C(Press: 5 Torr)
• 密度：
  1.043±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  2-叠氮苯甲酸 在 氯化亚砜 、 硼烷四氢呋喃络合物 、 三丁基膦 、 三乙胺 作用下， 以 苯 为溶剂， 反应 9.0h， 生成 N-(o-aminobenzyl)azepane
  参考文献：
  名称：

  Novel ring enlargement of lactams via quinazolinone annelation. A facile route to benzoannelated large-membered cyclic 1,5-diamines

  摘要：

  A novel route to benzoannelated large-membered cyclic 1,5-diamines from lactams is described. Thus, n-membered lactams 1 were N-acylated by o-azidobenzoyl chloride 5 to afford the corresponding imides 4. These were treated with tributylphosphine and underwent an intramolecular aza-Wittig reaction to give n-membered ring-fused quinazolinones 2 in 84-96% yield. By reductive cleavage of 2 with BH3.THF, (n+4)-membered cyclic diamines 3 were obtained in 52-95% yield.

  DOI：

  10.1021/jo00004a036

文献信息

• TAKEUCHI, HISATO;MATSUSHITA, YUJI;EGUCHI, SHOJI, J. ORG. CHEM., 56,(1991) N, C. 1535-1537
  作者：TAKEUCHI, HISATO、MATSUSHITA, YUJI、EGUCHI, SHOJI

  DOI：——

  日期：——
• Novel ring enlargement of lactams via quinazolinone annelation. A facile route to benzoannelated large-membered cyclic 1,5-diamines
  作者：Hisato Takeuchi、Yuji Matsushita、Shoji Eguchi

  DOI：10.1021/jo00004a036

  日期：1991.2

  A novel route to benzoannelated large-membered cyclic 1,5-diamines from lactams is described. Thus, n-membered lactams 1 were N-acylated by o-azidobenzoyl chloride 5 to afford the corresponding imides 4. These were treated with tributylphosphine and underwent an intramolecular aza-Wittig reaction to give n-membered ring-fused quinazolinones 2 in 84-96% yield. By reductive cleavage of 2 with BH3.THF, (n+4)-membered cyclic diamines 3 were obtained in 52-95% yield.