2-amino-4-(naphthalen-1-yl)-5-propylisophthalonitrile | 1338442-79-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-amino-4-(naphthalen-1-yl)-5-propylisophthalonitrile
• 英文别名: 2-Amino-4-naphthalen-1-yl-5-propylbenzene-1,3-dicarbonitrile；2-amino-4-naphthalen-1-yl-5-propylbenzene-1,3-dicarbonitrile
• CAS: 1338442-79-7
• 化学式: C₂₁H₁₇N₃
• 分子量: 311.386
• InChiKey: YKUQDVBOQILVPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  73.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-4-(naphthalen-1-yl)-5-propylisophthalonitrile 、 溴乙酸乙酯 在 potassium hydroxide 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以69.2%的产率得到ethyl 3-amino-7-cyano-1-(2-ethoxy-2-oxoethyl)-6-(naphthalen-1-yl)-5-propyl-1H-indole-2-carboxylate
  参考文献：
  名称：

  One-step synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines and their use in the synthesis of highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles

  摘要：

  A three-component, one-step method for the synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines involving reaction of alkyl aldehyde, malononitrile and aryl aldehyde in presence of morpholine is reported. Highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles were prepared from these dicyanoanilines by reaction with ethyl bromoacetate. These substituted dicyanoanilines and indoles have a potential to be converted into various other compounds taking advantage of various functional groups present in these molecules. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.064
• 作为产物：
  描述：

  正戊醛 、 1-萘甲醛 、 丙二腈 在 吗啉 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以69%的产率得到2-amino-4-(naphthalen-1-yl)-5-propylisophthalonitrile
  参考文献：
  名称：

  One-step synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines and their use in the synthesis of highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles

  摘要：

  A three-component, one-step method for the synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines involving reaction of alkyl aldehyde, malononitrile and aryl aldehyde in presence of morpholine is reported. Highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles were prepared from these dicyanoanilines by reaction with ethyl bromoacetate. These substituted dicyanoanilines and indoles have a potential to be converted into various other compounds taking advantage of various functional groups present in these molecules. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.064