2-(2-deuterophenyl)quinazolin-4(3H)-one | 1313761-05-5

• 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-(2-deuterophenyl)quinazolin-4(3H)-one
• 英文别名: 8-deuterio-2-phenyl-3H-quinazolin-4-one
• CAS: 1313761-05-5
• 化学式: C₁₄H₁₀N₂O
• 分子量: 223.238
• InChiKey: VDULOAUXSMYUMG-QOWOAITPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-deuterioaniline 在 palladium diacetate 、 sodium hydride 、 溶剂黄146 、 copper(II) oxide 作用下， 以 二甲基亚砜 、 mineral oil 为溶剂， 110.0 ℃ 、101.33 kPa 条件下， 反应 4.0h， 生成 2-苯基-4-[3H]喹唑啉酮 、 2-(2-deuterophenyl)quinazolin-4(3H)-one
  参考文献：
  名称：

  Synthesis of Quinazolin-4(3H)-ones via Pd(II)-Catalyzed Intramolecular C(sp²)–H Carboxamidation of N-arylamidines

  摘要：

  An efficient synthesis of quinazolin-4(3H)-ones from N-arylamidines, through palladium-catalyzed intramolecular C(sp(2))-H carboxamidation, has been developed. The reaction, carried out in the presence of 1.0 equiv of CuO as oxidant under atmospheric pressure of CO, provides diversified 2-aryl(alkyl)-quinazolin-4(3H)-ones in reasonable to good yields from N-arylamidines, which are readily derived from anilines and nitriles. Compared with existing approaches to quinazolin-4(3H)-ones, the current strategy features atom-economy and step-efficiency.

  DOI：

  10.1021/jo2007362

文献信息

• Synthesis of Quinazolin-4(3<i>H</i>)-ones via Pd(II)-Catalyzed Intramolecular C(sp²)–H Carboxamidation of <i>N</i>-arylamidines
  作者：Bin Ma、Yong Wang、Jiangling Peng、Qiang Zhu

  DOI：10.1021/jo2007362

  日期：2011.8.5

  An efficient synthesis of quinazolin-4(3H)-ones from N-arylamidines, through palladium-catalyzed intramolecular C(sp(2))-H carboxamidation, has been developed. The reaction, carried out in the presence of 1.0 equiv of CuO as oxidant under atmospheric pressure of CO, provides diversified 2-aryl(alkyl)-quinazolin-4(3H)-ones in reasonable to good yields from N-arylamidines, which are readily derived from anilines and nitriles. Compared with existing approaches to quinazolin-4(3H)-ones, the current strategy features atom-economy and step-efficiency.