2-acetyl-4-phenyl-1,4-dihydro-1H-1,3,4-benzotriazepin-5-one | 502184-20-5

• 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: 2-acetyl-4-phenyl-1,4-dihydro-1H-1,3,4-benzotriazepin-5-one
• 英文别名: 5H-1,3,4-Benzotriazepin-5-one, 2-acetyl-1,4-dihydro-4-phenyl-；2-acetyl-4-phenyl-3H-1,3,4-benzotriazepin-5-one
• CAS: 502184-20-5
• 化学式: C₁₆H₁₃N₃O₂
• 分子量: 279.298
• InChiKey: HVCYQRRNOFLPCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  61.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-氯-1-(2-苯基亚肼基)乙酮 在 三乙胺 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 2-acetyl-4-phenyl-1,4-dihydro-1H-1,3,4-benzotriazepin-5-one
  参考文献：
  名称：

  Facile synthesis of model 1,4‐dihydro‐1 H ‐1,3,4‐benzotriazepin‐5‐ones

  摘要：

  Abstract2‐Aminobenzoic acid reacts readily, in the presence of triethylamine, with hydrazonoyl chlorides (5a‐c) (precursors of the reactive nitrile imine 1,3‐dipolar species) to afford high yields of the corresponding acyclic amidrazone adducts (6a‐c). The latter adducts undergo, in THF in presence of 1,1‐carbonyldiimida‐zole, smooth intramolecular cyclization involving the activated carboxyl and the NH‐ termini to deliver unequivocally the respective dihydro‐1,3,4‐benzotriazepin‐5‐ones (7a‐c).

  DOI：

  10.1002/jhet.5570390508

文献信息

• Synthesis of 4-Aryl-1,3,4-benzotriazepinones from Isatoic Anhydrides and Hydrazonyl Chlorides
  作者：Xinyu Zhang、Yuan Pan、Tao Liu、Yang Wang

  DOI：10.1021/acs.joc.3c00307

  日期：2023.6.2

  An efficient synthesis of 4-aryl-1,3,4-benzotriazepinones from readily available isatoic anhydrides and hydrazonyl chlorides was developed. In this facile protocol, a series of functionalized 1,3,4-benzotriazepinones were conveniently obtained with broad substrate scope and excellent functional group tolerance.

  开发了一种从容易获得的靛红酸酐和肼酰氯中高效合成 4-芳基-1,3,4-苯并三氮杂酮的方法。在这个简单的协议中，可以方便地获得一系列功能化的 1,3,4-苯并三氮杂酮，它们具有广泛的底物范围和出色的官能团耐受性。
• Tautomerism and X-Ray Structure of Dihydro-5H-1,3,4-benzotriazepin- 5-ones
  作者：Mustafa M. El-Abadelah、Jalal A. Zahra、Bassam A. Abu Thaher、Martti Klinga

  DOI：10.3987/com-02-9587

  日期：——
• Facile synthesis of model 1,4‐dihydro‐1 <i>H</i> ‐1,3,4‐benzotriazepin‐5‐ones
  作者：Bassam A. Abu Thaher、Jalal A. Zahra、Mustafa M. El‐Abadelah

  DOI：10.1002/jhet.5570390508

  日期：2002.9

  Abstract2‐Aminobenzoic acid reacts readily, in the presence of triethylamine, with hydrazonoyl chlorides (5a‐c) (precursors of the reactive nitrile imine 1,3‐dipolar species) to afford high yields of the corresponding acyclic amidrazone adducts (6a‐c). The latter adducts undergo, in THF in presence of 1,1‐carbonyldiimida‐zole, smooth intramolecular cyclization involving the activated carboxyl and the NH‐ termini to deliver unequivocally the respective dihydro‐1,3,4‐benzotriazepin‐5‐ones (7a‐c).