6-methoxy-4-amino-2-phenylquinazoline

• 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: 6-methoxy-4-amino-2-phenylquinazoline
• 英文别名: 6-methoxy-2-phenylquinazolin-4-amine
• 化学式: C₁₅H₁₃N₃O
• 分子量: 251.288
• InChiKey: YSQJRKWYQAEZEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  61
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-茴香酰胺 在 五氯化磷 、 四氯化钛 作用下， 以 乙醚 、 苯 为溶剂， 反应 3.0h， 生成 6-methoxy-4-amino-2-phenylquinazoline
  参考文献：
  名称：

  Synthesis and Basicity of 4-Amino-2-phenylquinazolines

  摘要：

  A new group of 6- and 7-substituted compounds of 4-amino-2-phenylquinazoline were synthesized by reaction of N-arylbenzimidoyl chlorides with cyanamide in the presence of TiCl4. The products were identified by spectroscopic methods, their dissociation constants were determined and are discussed.

  DOI：

  10.1007/s007060070067

文献信息

• A Highly Efficient Copper-Catalyzed Three-Component Synthesis of 4-Aminoquinazolines
  作者：Lei Yang、Honghua Luo、Yan Sun、Zhenyu Shi、Kaidong Ni、Fei Li、Dongyin Chen

  DOI：10.1055/s-0036-1588727

  日期：2017.6

  in 50–90% yield. A highly efficient copper-catalyzed one-pot protocol is developed for the synthesis of 4-aminoquinazolines from easily available 2-iodo- or 2-bromobenzimidamides, aldehydes, and sodium azide. This one-pot approach proceeds via consecutive copper-catalyzed SNAr substitution, reduction, cyclization, oxidation and tautomerization. The corresponding target products (26 examples) are obtained

  摘要 开发了一种高效的铜催化一锅法，用于从易于获得的2-碘或2-溴代苯甲酰胺，醛和叠氮化钠合成4-氨基喹唑啉。这种一锅法是通过连续的铜催化的S N Ar取代，还原，环化，氧化和互变异构进行的。以50–90％的收率获得了相应的目标产品（26个实例）。 开发了一种高效的铜催化一锅法，用于从易于获得的2-碘或2-溴代苯甲酰胺，醛和叠氮化钠合成4-氨基喹唑啉。这种一锅法是通过连续的铜催化的S N Ar取代，还原，环化，氧化和互变异构进行的。以50–90％的收率获得了相应的目标产品（26个实例）。
• Synthesis of Densely Substituted Pyrimidine Derivatives
  作者：Omar K. Ahmad、Matthew D. Hill、Mohammad Movassaghi

  DOI：10.1021/jo9017149

  日期：2009.11.6

  The direct condensation of cyanic acid derivatives with N-vinyl/aryl amides affords the corresponding C4-hetcroatom substituted pyrimidines. The use of cyanic bromide and thiocynatomethane in this chemistry provides versatile azaheterocycles poised for further derivatization. The synthesis of a variety of previously inaccessible C2- and C4-pyrimidine derivatives using this methodology is described.
• Synthesis and Basicity of 4-Amino-2-phenylquinazolines
  作者：Wojciech Zieliński、Agnieszka Kudelko

  DOI：10.1007/s007060070067

  日期：2000.8.22

  A new group of 6- and 7-substituted compounds of 4-amino-2-phenylquinazoline were synthesized by reaction of N-arylbenzimidoyl chlorides with cyanamide in the presence of TiCl4. The products were identified by spectroscopic methods, their dissociation constants were determined and are discussed.