2-Amino-3,8-dicyan-5-methoxycarbonyl-4,7-diphenyl-5,6-dihydrochinol-5-yl-essigsaeuremethylester | 112754-05-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-Amino-3,8-dicyan-5-methoxycarbonyl-4,7-diphenyl-5,6-dihydrochinol-5-yl-essigsaeuremethylester
• 英文别名: methyl 2-(2-amino-3,8-dicyano-5-methyloxycarbonyl-4,7-diphenyl-5,6-dihydro-5-quinolinyl)acetate；methyl 2-amino-3,8-dicyano-5-(2-methoxy-2-oxoethyl)-4,7-diphenyl-6H-quinoline-5-carboxylate
• CAS: 112754-05-9
• 化学式: C₂₈H₂₂N₄O₄
• 分子量: 478.507
• InChiKey: DJIGNYHCEQBWIE-UHFFFAOYSA-N

物化性质

• 沸点：
  681.8±55.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  139
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-Amino-3,8-dicyan-5-methoxycarbonyl-4,7-diphenyl-5,6-dihydrochinol-5-yl-essigsaeuremethylester 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 以90%的产率得到methyl 2-(2-amino-3,8-dicyano-4,7-diphenylquinolin-5-yl)acetate
  参考文献：
  名称：

  Synthesis of 5,6-dihydroquinolines and succinates via the reaction of α,α-dicyanoolefins and acetylenic esters in a ratio of 2:1

  摘要：

  A one-pot, convergent method for the synthesis of 5,6-dihydroquinolines by simple mixing of two equivalents of acyclic alpha,alpha-dicyanoolefins and one equivalent of acetylenic ester in the presence of Et3N is described. Three new C-C and one C-N bonds are created in this operation. In the same reaction, cyclic a,a-dicyanoolefins led to the formation of succinates. Further hydrolysis and decarboxylation of 5,6-dihydroquinoline led to quinoline. (c) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.08.033
• 作为产物：
  描述：

  2-(1-苯基亚乙基)丙二腈 、 丁炔二酸二甲酯 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以88%的产率得到2-Amino-3,8-dicyan-5-methoxycarbonyl-4,7-diphenyl-5,6-dihydrochinol-5-yl-essigsaeuremethylester
  参考文献：
  名称：

  Synthesis of 5,6-dihydroquinolines and succinates via the reaction of α,α-dicyanoolefins and acetylenic esters in a ratio of 2:1

  摘要：

  A one-pot, convergent method for the synthesis of 5,6-dihydroquinolines by simple mixing of two equivalents of acyclic alpha,alpha-dicyanoolefins and one equivalent of acetylenic ester in the presence of Et3N is described. Three new C-C and one C-N bonds are created in this operation. In the same reaction, cyclic a,a-dicyanoolefins led to the formation of succinates. Further hydrolysis and decarboxylation of 5,6-dihydroquinoline led to quinoline. (c) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.08.033

文献信息

• Gewald, Karl; Hain, Ute; Gruner, Margit, Zeitschrift fur Chemie, 1987, vol. 27, # 1, p. 32 - 34
  作者：Gewald, Karl、Hain, Ute、Gruner, Margit

  DOI：——

  日期：——