2-(4-(dimethylamino)phenyl)-2,3-dihydroquinazolin-4(1H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-(4-(dimethylamino)phenyl)-2,3-dihydroquinazolin-4(1H)-one
• 英文别名: (2S)-2-[4-(dimethylamino)phenyl]-2,3-dihydro-1H-quinazolin-4-one
• 化学式: C₁₆H₁₇N₃O
• 分子量: 267.33
• InChiKey: MRIZYDSZRRRMPI-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  44.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基苯甲酰胺 、 对二甲氨基苯甲醛 在 (4S)-2-[3-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctyl)-5-[(4S)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl]-4-phenyl-4,5-dihydro-1,3-oxazole 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以83%的产率得到2-(4-(dimethylamino)phenyl)-2,3-dihydroquinazolin-4(1H)-one
  参考文献：
  名称：

  Highly enantioselective synthesis of dihydroquinazolinones through Sc(OTf)3-catalyzed intramolecular amidation of imines

  摘要：

  A Sc(OTf)(3)-catalyzed intramolecular amidation of imines with a novel fluorous bis(oxazolines) as ligand is presented. The corresponding chiral dihydroquinazolinones were obtained in 76-94% yield with enantioselectivities up to 98%. The fluorous ligand can be easily recovered and reused at least three times without significant loss of enantioselectivity. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.11.008

文献信息

• Highly enantioselective synthesis of dihydroquinazolinones through Sc(OTf)3-catalyzed intramolecular amidation of imines
  作者：Tao Deng、Hongjun Wang、Chun Cai

  DOI：10.1016/j.jfluchem.2014.11.008

  日期：2015.1

  A Sc(OTf)(3)-catalyzed intramolecular amidation of imines with a novel fluorous bis(oxazolines) as ligand is presented. The corresponding chiral dihydroquinazolinones were obtained in 76-94% yield with enantioselectivities up to 98%. The fluorous ligand can be easily recovered and reused at least three times without significant loss of enantioselectivity. (C) 2014 Elsevier B.V. All rights reserved.