2,3-dihydrospiro(1,4-dioxino[2,3-b]pyridine)-2,4'-piperidine | 590375-69-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3-dihydrospiro(1,4-dioxino[2,3-b]pyridine)-2,4'-piperidine
• 英文别名: spiro[3H-[1,4]dioxino[2,3-b]pyridine-2,4'-piperidine]
• CAS: 590375-69-2
• 化学式: C₁₁H₁₄N₂O₂
• 分子量: 206.244
• InChiKey: JJVVCOFSWNRXPH-UHFFFAOYSA-N

物化性质

• 沸点：
  349.8±42.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  43.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-(4-溴丁基)-8-氮杂螺[4.5]癸烷-7,9-二酮 、 2,3-dihydrospiro(1,4-dioxino[2,3-b]pyridine)-2,4'-piperidine 在 三乙胺 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以64%的产率得到2,3-dihydro-1'-[4-(8-azaspiro[4,5]decane-7,9-dione)butyl]spiro(1,4-dioxino[2,3-b]pyridine)-2,4'-piperidine
  参考文献：
  名称：

  Synthesis of new compounds containing the 2,3-dihydro[1,4]dioxino[2,3-b]pyridine heterocyclic system as a substructure

  摘要：

  2,3-Dihydro-spiro[1,4]dioxino[2,3-b]pyridine-3,3'-pyrrolidine (8A) and 2,3-dihydro-spiro[1,4]dioxino[2,3-b]pyridine-3,4 piperidine (9A) have been synthesized from 2-chloro-3-pyridinol. The corresponding 2,3' (8B) and 2,4' (9B) isomers were obtained via the Smiles rearrangement, while 9B was also selectively synthesized from 2-nitro-3-pyridinol. The separation of the isomers A and B under the sulfamide form was carried out by flash column chromatography.

  DOI：

  10.1016/s0040-4020(03)00513-1
• 作为产物：
  描述：

  6-苄基-1-噁-6-氮杂螺[2.5]辛烷 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 乙二醇二甲醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 44.0h， 生成 2,3-dihydrospiro(1,4-dioxino[2,3-b]pyridine)-2,4'-piperidine
  参考文献：
  名称：

  Synthesis of new compounds containing the 2,3-dihydro[1,4]dioxino[2,3-b]pyridine heterocyclic system as a substructure

  摘要：

  2,3-Dihydro-spiro[1,4]dioxino[2,3-b]pyridine-3,3'-pyrrolidine (8A) and 2,3-dihydro-spiro[1,4]dioxino[2,3-b]pyridine-3,4 piperidine (9A) have been synthesized from 2-chloro-3-pyridinol. The corresponding 2,3' (8B) and 2,4' (9B) isomers were obtained via the Smiles rearrangement, while 9B was also selectively synthesized from 2-nitro-3-pyridinol. The separation of the isomers A and B under the sulfamide form was carried out by flash column chromatography.

  DOI：

  10.1016/s0040-4020(03)00513-1

文献信息

• Synthesis of new compounds containing the 2,3-dihydro[1,4]dioxino[2,3-b]pyridine heterocyclic system as a substructure
  作者：M. Soukri、S. Lazar、M.D. Pujol、M. Akssira、J.M. Leger、C. Jarry、G. Guillaumet

  DOI：10.1016/s0040-4020(03)00513-1

  日期：2003.5

  2,3-Dihydro-spiro[1,4]dioxino[2,3-b]pyridine-3,3'-pyrrolidine (8A) and 2,3-dihydro-spiro[1,4]dioxino[2,3-b]pyridine-3,4 piperidine (9A) have been synthesized from 2-chloro-3-pyridinol. The corresponding 2,3' (8B) and 2,4' (9B) isomers were obtained via the Smiles rearrangement, while 9B was also selectively synthesized from 2-nitro-3-pyridinol. The separation of the isomers A and B under the sulfamide form was carried out by flash column chromatography.