2,6-Bis[bis(prop-2-enyl)amino]pyridine-3,5-dicarbaldehyde | 432491-34-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,6-Bis[bis(prop-2-enyl)amino]pyridine-3,5-dicarbaldehyde
• CAS: 432491-34-4
• 化学式: C₁₉H₂₃N₃O₂
• 分子量: 325.411
• InChiKey: CNHAULLHHNQICR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,6-Bis[bis(prop-2-enyl)amino]pyridine-3,5-dicarbaldehyde 在 乙二胺-N,N’-二乙酸 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 27.5h， 生成
  参考文献：
  名称：

  Diastereoselective intramolecular hetero Diels–Alder approach towards polycyclic heterocycles

  摘要：

  Several different heterocyclic aldehydes, derived from pyrazole. pyrimidine, pyridine, indole and thiazole, were converted to polyheterocyclic compounds containing four to seven rings. The key steps in the sequence were a Knoevenagel condensation of the aldehyde and a heterocyclic carbonyl compound, such as pyrazolone and isoxazolone, followed by an intramolecular hetero Diets-Alder reaction. Most final products were isolated with high yield and diastereoselecivity. The isoxazolo fused cycloadducts formed interesting spiro-adducts upon heating. The cis nature of the bridging hydrogens of the heterocycles was evidenced by X-ray diffraction analysis.(dagger) (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01153-x
• 作为产物：
  描述：

  2,6-二氯吡啶-3,5-二甲醛 、 二烯丙基胺 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以73%的产率得到2,6-Bis[bis(prop-2-enyl)amino]pyridine-3,5-dicarbaldehyde
  参考文献：
  名称：

  Diastereoselective intramolecular hetero Diels–Alder approach towards polycyclic heterocycles

  摘要：

  Several different heterocyclic aldehydes, derived from pyrazole. pyrimidine, pyridine, indole and thiazole, were converted to polyheterocyclic compounds containing four to seven rings. The key steps in the sequence were a Knoevenagel condensation of the aldehyde and a heterocyclic carbonyl compound, such as pyrazolone and isoxazolone, followed by an intramolecular hetero Diets-Alder reaction. Most final products were isolated with high yield and diastereoselecivity. The isoxazolo fused cycloadducts formed interesting spiro-adducts upon heating. The cis nature of the bridging hydrogens of the heterocycles was evidenced by X-ray diffraction analysis.(dagger) (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01153-x