N-(2-nitrobenzoyl)-N-benzylacetamide | 145746-77-6

• 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-(2-nitrobenzoyl)-N-benzylacetamide
• 英文别名: N-acetyl-N-benzyl-2-nitrobenzamide
• CAS: 145746-77-6
• 化学式: C₁₆H₁₄N₂O₄
• 分子量: 298.298
• InChiKey: UTYPRPMHQHOGJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  83.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-nitrobenzoyl)-N-benzylacetamide 在 十二羰基三钌 一氧化碳 作用下， 以 1,4-二氧六环 为溶剂， 140.0 ℃ 、4.05 MPa 条件下， 反应 16.0h， 以88%的产率得到3-benzyl-2-methyl-3H-quinazolin-4-one
  参考文献：
  名称：

  Transition-metal complex-catalyzed reductive N-heterocyclization: synthesis of 4(3H)-quinazolinone derivatives from N-(2-nitrobenzoyl)amides

  摘要：

  Several ruthenium and platinum complexes smoothly catalyze the reductive N-heterocyclization of N-(2-nitrobenzoyl)amides under carbon monoxide pressure to afford the corresponding 4(3H)-quinazolinone derivatives, including some quinazolinone alkaloids, in good yields.

  DOI：

  10.1021/jo00054a008

文献信息

• Transition-metal complex-catalyzed reductive N-heterocyclization: synthesis of 4(3H)-quinazolinone derivatives from N-(2-nitrobenzoyl)amides
  作者：Motohiro Akazome、Teruyuki Kondo、Yoshihisa Watanabe

  DOI：10.1021/jo00054a008

  日期：1993.1

  Several ruthenium and platinum complexes smoothly catalyze the reductive N-heterocyclization of N-(2-nitrobenzoyl)amides under carbon monoxide pressure to afford the corresponding 4(3H)-quinazolinone derivatives, including some quinazolinone alkaloids, in good yields.
• Synthesis of 3,4-dihydroquinazolin-4-one: selenium-catalyzed reductive N-heterocyclization of N-(2-nitrobenzoyl)amides with carbon monoxide
  作者：Yutaka Nishiyama、Masaharu Hirose、Wataru Kitagaito、Noboru Sonoda

  DOI：10.1016/s0040-4039(02)00035-7

  日期：2002.3

  A catalytic synthetic method of 3,4-dihydroquinazolin-4-ones has been developed. When N-(2-nitrobenzoyl)amides were treated with carbon monoxide in the presence of a catalytic amount of selenium, reductive N-heterocyclization of N-(2-nitrobenzoyl)amide efficiently proceeded to give the corresponding 3,4-dihydroquinazolin-4-ones in moderate to good yields. (C) 2002 Elsevier Science Ltd. All rights reserved.