N-(2-chloroethyl)-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-3-nitrobenzamide | 947405-06-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: N-(2-chloroethyl)-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-3-nitrobenzamide
• 英文别名: N-(2-chloroethyl)-N-(9,10-dioxo-9,10-dihydro-anthracen-1-yl)-3-nitrobenzamide；N-(2-chloroethyl)-N-(9,10-dioxoanthracen-1-yl)-3-nitrobenzamide
• CAS: 947405-06-3
• 化学式: C₂₃H₁₅ClN₂O₅
• 分子量: 434.836
• InChiKey: RLNCLHIRCBVOEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2-chloroethyl)-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-3-nitrobenzamide 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以85%的产率得到2-(9,10-dioxo-9,10-dihydroanthracen-1-ylamino)ethyl 3-nitrobenzoate
  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
• 作为产物：
  描述：

  溶剂红L-B 在 吡啶 、 苯磺酰氯 作用下， 以 硝基苯 为溶剂， 反应 0.33h， 生成 N-(2-chloroethyl)-N-(9,10-dioxo-9,10-dihydroanthracen-1-yl)-3-nitrobenzamide
  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