azacyclotridecano<2,1-b>-4(3H)-quinazolinone | 131043-45-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: azacyclotridecano<2,1-b>-4(3H)-quinazolinone
• 英文别名: 1,14-diazatricyclo[11.8.0.015,20]henicosa-13,15,17,19-tetraen-21-one
• CAS: 131043-45-3
• 化学式: C₁₉H₂₆N₂O
• 分子量: 298.428
• InChiKey: FXXUKXPERKHQKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.46
• 重原子数：
  22.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  34.89
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  azacyclotridecano<2,1-b>-4(3H)-quinazolinone 在 硼烷四氢呋喃络合物 作用下， 生成 1,5-diazabenzocycloheptadecane
  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
• 作为产物：
  描述：

  氮杂环十三烷-2-酮 在 三丁基膦 、 三乙胺 作用下， 以 苯 为溶剂， 反应 5.0h， 生成 azacyclotridecano<2,1-b>-4(3H)-quinazolinone
  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：——