1-(6-amino-1,3-benzodioxol-5-yl)-3-(4-pyridyl)prop-2-en-1-one | 945868-98-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 1-(6-amino-1,3-benzodioxol-5-yl)-3-(4-pyridyl)prop-2-en-1-one
• 英文别名: 1-(6-aminobenzo[1,3]dioxol-5-yl)-3-(pyridin-4-yl)propenone；(E)-1-(6-amino-1,3-benzodioxol-5-yl)-3-pyridin-4-ylprop-2-en-1-one
• CAS: 945868-98-4
• 化学式: C₁₅H₁₂N₂O₃
• 分子量: 268.272
• InChiKey: QLLDLXDATYXZBH-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  74.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(6-amino-1,3-benzodioxol-5-yl)-3-(4-pyridyl)prop-2-en-1-one 在 Amberlyst(R)-15 作用下， 以 溶剂黄146 为溶剂， 反应 5.0h， 以62%的产率得到(Z)-2-(pyridin-4-ylmethylene)[1,3]dioxolo[4,5-f]indolin-3-one
  参考文献：
  名称：

  Unexpected intramolecular cyclization of some 2′-aminochalcones to indolin-3-ones mediated by Amberlyst®-15

  摘要：

  The intramolecular cyclization of 2'-aminochalcones derived from 2- and 4-Pyridinecarboxaldehydes was carried out in the presence of Amberlyst (R)-15/AcOH media. Unexpectedly, the reaction Proceeded through a 5-exo process turning into an alternative approach for the synthesis of 2-(pyridinylmethylene)indolin-3-ones. (c) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2008.06.047
• 作为产物：
  描述：

  4-吡啶甲醛 、 2'-氨基-4',5'-亚甲二氧基苯乙酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以70%的产率得到1-(6-amino-1,3-benzodioxol-5-yl)-3-(4-pyridyl)prop-2-en-1-one
  参考文献：
  名称：

  1-(6-Amino-1,3-benzodioxol-5-yl)-3-(4-pyridyl)prop-2-en-1-one crystallizes withZ′ = 2: hydrogen-bonded supramolecular substructures in one and two dimensions, each containing only one type of molecule

  摘要：

  The title compound, C15H12N2O3, crystallizes with Z' = 2 in the space group P (1) over bar and the intramolecular dimensions show evidence for a polarized molecular-electronic structure. Each of the two independent types of molecule forms its own hydrogen-bonded supramolecular substructure, and these are entirely different from one another: one type of molecule forms a chain of edge-fused rings, while the other type forms sheets.

  DOI：

  10.1107/s0108270106055545

文献信息

• Unexpected intramolecular cyclization of some 2′-aminochalcones to indolin-3-ones mediated by Amberlyst®-15
  作者：Rodrigo Abonia、Paola Cuervo、Juan Castillo、Braulio Insuasty、Jairo Quiroga、Manuel Nogueras、Justo Cobo

  DOI：10.1016/j.tetlet.2008.06.047

  日期：2008.8

  The intramolecular cyclization of 2'-aminochalcones derived from 2- and 4-Pyridinecarboxaldehydes was carried out in the presence of Amberlyst (R)-15/AcOH media. Unexpectedly, the reaction Proceeded through a 5-exo process turning into an alternative approach for the synthesis of 2-(pyridinylmethylene)indolin-3-ones. (c) 2008 Published by Elsevier Ltd.
• 1-(6-Amino-1,3-benzodioxol-5-yl)-3-(4-pyridyl)prop-2-en-1-one crystallizes with<i>Z</i>′ = 2: hydrogen-bonded supramolecular substructures in one and two dimensions, each containing only one type of molecule
  作者：Paola Cuervo、Rodrigo Abonía、Justo Cobo、John N. Low、Christopher Glidewell

  DOI：10.1107/s0108270106055545

  日期：2007.2.15

  The title compound, C15H12N2O3, crystallizes with Z' = 2 in the space group P (1) over bar and the intramolecular dimensions show evidence for a polarized molecular-electronic structure. Each of the two independent types of molecule forms its own hydrogen-bonded supramolecular substructure, and these are entirely different from one another: one type of molecule forms a chain of edge-fused rings, while the other type forms sheets.