2-氯-1-(2,4-二氨基苯基)乙酮 | 163595-54-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-氯-1-(2,4-二氨基苯基)乙酮
• 英文名称: 2,4-Diamino-1-(2-chloroacetyl)benzene
• 英文别名: 2-Chloro-1-(2,4-diaminophenyl)ethanone
• CAS: 163595-54-8
• 化学式: C₈H₉ClN₂O
• 分子量: 184.625
• InChiKey: AMEYPXQPBKGNSF-UHFFFAOYSA-N

物化性质

• 沸点：
  413.3±30.0 °C(Predicted)
• 密度：
  1.348±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  69.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 2-氯-1-(2,4-二氨基苯基)乙酮 以 二氯甲烷 为溶剂， 反应 2.0h， 以81%的产率得到2,4-Bis(acetylamino)-1-(2-chloroacetyl)benzene
  参考文献：
  名称：

  Structure Determination and Synthesis of Fluoro Nissl Green: An RNA-Binding Fluorochrome

  摘要：

  The isolation, structure determination, and total synthesis of Fluoro Nissl Green, a novel RNA-binding fluorochrome, are reported. Initially obtained: in only one part per 10(5), via a microwave-induced synthesis from m-phenylenediamine, the structure was determined by spectroscopic methods to be 3,8-diamino-10H-quindoline. The proposed structure was confirmed by a rational synthesis starting from m-phenylene diamine:and 2,4-dinitrobenzaldehyde. The key step employed a Friedlander reaction to construct the quindoline ring system from 1-acetyl-6-(acetylamino)-3-indolinone and 2-amino-4-(acetylamino)benzaldehyde. Histochemical studies with synthetic Fluoro Nissl Green demonstrate selective staining of neuronal perikarya and nucleoli.

  DOI：

  10.1021/jo00116a020
• 作为产物：
  描述：

  间苯二胺 、 氯乙腈 在 盐酸 、 氯化二乙基铝 、 三氯化硼 作用下， 生成 2-氯-1-(2,4-二氨基苯基)乙酮
  参考文献：
  名称：

  Structure Determination and Synthesis of Fluoro Nissl Green: An RNA-Binding Fluorochrome

  摘要：

  The isolation, structure determination, and total synthesis of Fluoro Nissl Green, a novel RNA-binding fluorochrome, are reported. Initially obtained: in only one part per 10(5), via a microwave-induced synthesis from m-phenylenediamine, the structure was determined by spectroscopic methods to be 3,8-diamino-10H-quindoline. The proposed structure was confirmed by a rational synthesis starting from m-phenylene diamine:and 2,4-dinitrobenzaldehyde. The key step employed a Friedlander reaction to construct the quindoline ring system from 1-acetyl-6-(acetylamino)-3-indolinone and 2-amino-4-(acetylamino)benzaldehyde. Histochemical studies with synthetic Fluoro Nissl Green demonstrate selective staining of neuronal perikarya and nucleoli.

  DOI：

  10.1021/jo00116a020