N-benzyl-2-(7,8-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl)-2-methylpropanamide | 1173204-03-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: N-benzyl-2-(7,8-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl)-2-methylpropanamide
• 英文别名: N-benzyl-2-(7,8-dimethyl-2,4-dioxo-1,5-dihydro-1,5-benzodiazepin-3-yl)-2-methylpropanamide
• CAS: 1173204-03-9
• 化学式: C₂₂H₂₅N₃O₃
• 分子量: 379.459
• InChiKey: KLBSOOLWCBRBFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  87.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 、 苄异腈 、 4，5-二甲基-1，2-苯二胺 以 二氯甲烷 为溶剂， 以90%的产率得到N-benzyl-2-(7,8-dimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl)-2-methylpropanamide
  参考文献：
  名称：

  A Novel One-Pot Three-(in Situ Five-)Component Condensation Reaction: An Unexpected Approach for the Synthesis of Tetrahydro-2,4-dioxo-1H-benzo[b][1,5]diazepine-3-yl-2-methylpropanamide Derivatives

  摘要：

  A novel and efficient method has been developed for the synthesis of tetrahydro-2,4-dioxo-1H-benzo[b][1,5]diazepine-3-yl-2-methylpropanamide derivatives using an aromatic diamine, Meldrum's acid, and an isocyanide in CH2Cl2 at ambient temperature in high yields without using any catalyst or activation. The procedure provides an alternative method for the synthesis of benzo[b][1,5]diazepine derivatives. These compounds have closely related ring systems such as triflubazam, clobazam, and 1,5-benzodiazepines, which have a broad spectrum of biological activities.

  DOI：

  10.1021/ol901196z

文献信息

• A Novel One-Pot Three-(<i>in Situ</i> Five-)Component Condensation Reaction: An Unexpected Approach for the Synthesis of Tetrahydro-2,4-dioxo-1<i>H</i>-benzo[<i>b</i>][1,5]diazepine-3-yl-2-methylpropanamide Derivatives
  作者：Ahmad Shaabani、Ali Hossein Rezayan、Sajjad Keshipour、Afshin Sarvary、Seik Weng Ng

  DOI：10.1021/ol901196z

  日期：2009.8.6

  A novel and efficient method has been developed for the synthesis of tetrahydro-2,4-dioxo-1H-benzo[b][1,5]diazepine-3-yl-2-methylpropanamide derivatives using an aromatic diamine, Meldrum's acid, and an isocyanide in CH2Cl2 at ambient temperature in high yields without using any catalyst or activation. The procedure provides an alternative method for the synthesis of benzo[b][1,5]diazepine derivatives. These compounds have closely related ring systems such as triflubazam, clobazam, and 1,5-benzodiazepines, which have a broad spectrum of biological activities.