2-amino-3-(4-chlorophenyl)quinoline 1-oxide | 1393939-15-5

• 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-amino-3-(4-chlorophenyl)quinoline 1-oxide
• CAS: 1393939-15-5
• 化学式: C₁₅H₁₁ClN₂O
• 分子量: 270.718
• InChiKey: UOSQPSXMKMAMDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.96
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-(4-Chlorophenyl)-3-(2-nitrophenyl)prop-2-enenitrile 在 tin(II) chloride dihdyrate 、 盐酸 、 水 作用下， 以 乙醇 为溶剂， 以70%的产率得到2-amino-3-(4-chlorophenyl)quinoline 1-oxide
  参考文献：
  名称：

  Novel and efficient synthesis of substituted quinoline-1-oxides and the complex compounds SnL2Cl2 (L=2-aminoquinoline-1-oxides) with the aid of stannous chloride

  摘要：

  A novel and efficient approach to the synthesis of substituted quinoline-1-oxides and the complex compounds SnL2Cl2 (L=2-aminoquinoline-1-oxides) was developed. The reaction has fancy selectivity when 3-(2-nitrophenyl)acrylonitriles were treated with the aid of SnCl2 reagent under the same conditions. When R is -CN or -COOR' the complex compounds SnL2Cl2 (L=2-aminoquinoline-1-oxides) were obtained. Whereas, when R is H or aryl another series of substituted quinoline-1-oxides were formed. The products have been screened for their anticancer activities. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.049

文献信息

• KHMDS mediated ring-opening/reconstruction of anthranils with arylacetonitriles: synthesis of multisubstituted 2-aminoquinoline N-oxides
  作者：Ram Singh Jat、Gautami Singh、M. Bhanuchandra

  DOI：10.1039/d4nj00311j

  日期：——

  A convenient and atom-economical protocol for the construction of multisubstituted 2-aminoquinoline N-oxides using readily available starting materials anthranil and arylacetonitrile has been reported. The KHMDS mediated process tolerates various protecting...