3-amino-4,5-dihydro-4-nitro-5,5,7-trimethyl-6H-1,2-diazepine | 1352822-24-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 亚胺内酰胺
• 英文名称: 3-amino-4,5-dihydro-4-nitro-5,5,7-trimethyl-6H-1,2-diazepine
• 英文别名: 5,5,7-Trimethyl-4-nitro-4,6-dihydrodiazepin-3-amine；5,5,7-trimethyl-4-nitro-4,6-dihydrodiazepin-3-amine
• CAS: 1352822-24-2
• 化学式: C₈H₁₄N₄O₂
• 分子量: 198.225
• InChiKey: RSMWMHWUTZUURX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  96.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,3-dimethyl-2-nitro-5-oxohexanenitrile 在 一水合肼 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以63%的产率得到3-amino-4,5-dihydro-4-nitro-5,5,7-trimethyl-6H-1,2-diazepine
  参考文献：
  名称：

  Ring construction via pseudo-intramolecular hydrazonation using bifunctional δ-keto nitrile

  摘要：

  An alpha-nitro-delta-keto nitrile efficiently reacted with hydrazines at room temperature, even in the absence of a catalyst, to afford the corresponding hydrazones; the reactions proceeded through a pseudo-intramolecular process. The hydrazone derived from hydrazine monohydrate underwent water-assisted cyclization, which yielded the corresponding diazepine. The hydrazones derived from 4-nitrophenylhydrazine and 2,4-dinitrophenylhydrazine were converted into pyridazines upon being heated in DMSO. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.159

文献信息

• Ring construction via pseudo-intramolecular hydrazonation using bifunctional δ-keto nitrile
  作者：Shotaro Hirao、Kazuya Kobiro、Jun Sawayama、Kazuhiko Saigo、Nagatoshi Nishiwaki

  DOI：10.1016/j.tetlet.2011.10.159

  日期：2012.1

  An alpha-nitro-delta-keto nitrile efficiently reacted with hydrazines at room temperature, even in the absence of a catalyst, to afford the corresponding hydrazones; the reactions proceeded through a pseudo-intramolecular process. The hydrazone derived from hydrazine monohydrate underwent water-assisted cyclization, which yielded the corresponding diazepine. The hydrazones derived from 4-nitrophenylhydrazine and 2,4-dinitrophenylhydrazine were converted into pyridazines upon being heated in DMSO. (C) 2011 Elsevier Ltd. All rights reserved.