2-ethyl-3-nitrochromone | 76116-79-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-ethyl-3-nitrochromone
• 英文别名: 2-Ethyl-3-nitrochromen-4-one
• CAS: 76116-79-5
• 化学式: C₁₁H₉NO₄
• 分子量: 219.197
• InChiKey: DDYRKEYBCWGILQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-羟基香豆素 在 硫酸 、 水 、 硝酸 、 溶剂黄146 、 sodium hydroxide 、 sodium nitrite 作用下， 反应 7.25h， 生成 2-ethyl-3-nitrochromone
  参考文献：
  名称：

  Synthesis of heteroannulated 3-nitro- and 3-aminopyridines by cyclocondensation of electron-rich aminoheterocycles with 3-nitrochromone

  摘要：

  3-Nitrochromone reacts with electron-rich aminoheterocycles (in glacial acetic acid at reflux) and anilines (in a mixture of DMF and TMSCI at 100-140 degrees C) to give a variety of hetero(carbo)annulated 3-nitropyridines. The reaction, involving a formal [3+3] cyclocondensation, proceeds in high yields and appears not to be influences greatly by the nature of the 1,3-C,N-dinucleophile as seen from the thorough scope study. The synthetic utility of the products was demonstrated by their conversion into the corresponding 3-aminopyridine derivatives. An NMR study and X-ray crystallographic analysis are reported. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.06.101

文献信息

• Dean, Francis M.; Johnson, Robert S., Journal of the Chemical Society. Perkin transactions I, 1980, p. 2049 - 2053
  作者：Dean, Francis M.、Johnson, Robert S.

  DOI：——

  日期：——
• DEAN F. M.; JOHNSON R. S., J. CHEM. SOC. PERKIN TRANS., PART 1, 1980, NO 9, 2049-2053
  作者：DEAN F. M.、 JOHNSON R. S.

  DOI：——

  日期：——
• Synthesis of heteroannulated 3-nitro- and 3-aminopyridines by cyclocondensation of electron-rich aminoheterocycles with 3-nitrochromone
  作者：Viktor O. Iaroshenko、Satenik Mkrtchyan、Ashot Gevorgyan、Marcelo Vilches-Herrera、Dmitri V. Sevenard、Alexander Villinger、Tariel V. Ghochikyan、Ashot Saghiyan、Vyacheslav Ya. Sosnovskikh、Peter Langer

  DOI：10.1016/j.tet.2011.06.101

  日期：2012.3

  3-Nitrochromone reacts with electron-rich aminoheterocycles (in glacial acetic acid at reflux) and anilines (in a mixture of DMF and TMSCI at 100-140 degrees C) to give a variety of hetero(carbo)annulated 3-nitropyridines. The reaction, involving a formal [3+3] cyclocondensation, proceeds in high yields and appears not to be influences greatly by the nature of the 1,3-C,N-dinucleophile as seen from the thorough scope study. The synthetic utility of the products was demonstrated by their conversion into the corresponding 3-aminopyridine derivatives. An NMR study and X-ray crystallographic analysis are reported. (C) 2011 Elsevier Ltd. All rights reserved.