2-hydroxy-3-(3-iminoisoindolin-1-yl)-6-methylquinolin-4(1H)-one | 1514920-21-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-hydroxy-3-(3-iminoisoindolin-1-yl)-6-methylquinolin-4(1H)-one
• 英文别名: 3-(3-amino-1H-isoindol-1-yl)-4-hydroxy-6-methyl-1H-quinolin-2-one
• CAS: 1514920-21-8
• 化学式: C₁₈H₁₅N₃O₂
• 分子量: 305.336
• InChiKey: BHKKHBWSYSQVIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  88.97
• 氢给体数：
  4.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  4-羟基-6-甲基-2-喹啉酮 、 2-氰基苯甲醛 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 0.33h， 以85%的产率得到2-hydroxy-3-(3-iminoisoindolin-1-yl)-6-methylquinolin-4(1H)-one
  参考文献：
  名称：

  A one-pot synthesis of isoindolin-1-imine derivatives

  摘要：

  A one-pot procedure was developed for the synthesis of isoindolin-l-imine derivatives by a simple three-component condensation of 2-cyanobenzaldhyde, ammonium acetate, and 4-hyroxycoumarin derivatives or 1,3-dicarbonyl compounds or 4-hydroxyquinolin-2(1H)-one in ethanol under reflux for 20-60 min with excellent yields. The advantages of this procedure are operational simplicity, excellent yields, and short reactive time, without catalyst, easy workup, and green environmental impact. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.10.076

文献信息

• A one-pot synthesis of isoindolin-1-imine derivatives
  作者：Khangvan Pham、Zhongguo Zhang、Sida Shen、Lei Ma、Lihong Hu

  DOI：10.1016/j.tet.2013.10.076

  日期：2013.12

  A one-pot procedure was developed for the synthesis of isoindolin-l-imine derivatives by a simple three-component condensation of 2-cyanobenzaldhyde, ammonium acetate, and 4-hyroxycoumarin derivatives or 1,3-dicarbonyl compounds or 4-hydroxyquinolin-2(1H)-one in ethanol under reflux for 20-60 min with excellent yields. The advantages of this procedure are operational simplicity, excellent yields, and short reactive time, without catalyst, easy workup, and green environmental impact. (C) 2013 Elsevier Ltd. All rights reserved.