2-(9,10-dioxo-9,10-dihydroanthracen-1-ylamino)ethyl furan-2-carboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-(9,10-dioxo-9,10-dihydroanthracen-1-ylamino)ethyl furan-2-carboxylate
• 英文别名: 2-Furancarboxylic acid, 2-[(9,10-dihydro-9,10-dioxo-1-anthracenyl)amino]ethyl ester；2-[(9,10-dioxoanthracen-1-yl)amino]ethyl furan-2-carboxylate
• 化学式: C₂₁H₁₅NO₅
• mdl: MFCD05858681
• 分子量: 361.354
• InChiKey: PANHDDUXYYQHLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  85.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  溶剂红L-B 在 吡啶 、 potassium carbonate 、 苯磺酰氯 作用下， 以 硝基苯 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 生成 2-(9,10-dioxo-9,10-dihydroanthracen-1-ylamino)ethyl furan-2-carboxylate
  参考文献：
  名称：

  Transformation of 1-(acyl)(2-haloethyl)amino-9,10-anthraquinones into 1-(2-acyloxyethylamino)-9,10-anthraquinones

  摘要：

  Acylation of 1-(2-haloethylamino)-9,10-anthraquinones gave 1-[(2-haloethyl)(aroyl, hetaroyl, or acetyl)amino]-9,10-anthraquinones which were converted into the corresponding 1-[2-(aroyloxy, hetaroyloxy, or acetoxy)ethylamino]-9,10-anthraquinone on keeping in dimethylformamide. According to the experimental data (including those obtained by kinetic study), the transformation involves intramolecular migration of the acyl group through aziridinium or oxazolidinium intermediates.

  DOI：

  10.1134/s1070428006100125

文献信息

• Transformation of 1-(acyl)(2-haloethyl)amino-9,10-anthraquinones into 1-(2-acyloxyethylamino)-9,10-anthraquinones
  作者：L. M. Gornostaev、M. S. Sokolova

  DOI：10.1134/s1070428006100125

  日期：2006.10

  Acylation of 1-(2-haloethylamino)-9,10-anthraquinones gave 1-[(2-haloethyl)(aroyl, hetaroyl, or acetyl)amino]-9,10-anthraquinones which were converted into the corresponding 1-[2-(aroyloxy, hetaroyloxy, or acetoxy)ethylamino]-9,10-anthraquinone on keeping in dimethylformamide. According to the experimental data (including those obtained by kinetic study), the transformation involves intramolecular migration of the acyl group through aziridinium or oxazolidinium intermediates.