3-cyano-2-(4-nitrophenyl)-3-nitroso-4,4,6-trimethyl-2,3,4,5-tetrahydropyridazine | 1352822-27-5

• 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: 3-cyano-2-(4-nitrophenyl)-3-nitroso-4,4,6-trimethyl-2,3,4,5-tetrahydropyridazine
• 英文别名: 3,5,5-trimethyl-1-(4-nitrophenyl)-6-nitroso-4H-pyridazine-6-carbonitrile
• CAS: 1352822-27-5
• 化学式: C₁₄H₁₅N₅O₃
• 分子量: 301.305
• InChiKey: OXCWPUYTGYLAJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  115
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,3-dimethyl-2-nitro-5-oxohexanenitrile 以 甲醇 、 二甲基亚砜 为溶剂， 反应 25.5h， 生成 3-cyano-2-(4-nitrophenyl)-3-nitroso-4,4,6-trimethyl-2,3,4,5-tetrahydropyridazine
  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.