4-(dimethylamino)-2-(4-methoxyphenyl)quinazoline | 180906-16-5

• 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: 4-(dimethylamino)-2-(4-methoxyphenyl)quinazoline
• 英文别名: 2-(4-methoxyphenyl)-N,N-dimethylquinazolin-4-amine
• CAS: 180906-16-5
• 化学式: C₁₇H₁₇N₃O
• 分子量: 279.341
• InChiKey: JVOKIEZNGGWAMQ-UHFFFAOYSA-N

物化性质

• 熔点：
  101-102 °C(Solv: acetone (67-64-1))
• 沸点：
  347.6±34.0 °C(Predicted)
• 密度：
  1.177±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(dimethylamino)-2-(4-methoxyphenyl)quinazoline 在 盐酸 作用下， 以 乙醚 为溶剂， 以89.65%的产率得到
  参考文献：
  名称：

  Synthesis and Basicity of 4-(N,N-Dimethylamino)-2-arylquinazolines

  摘要：

  The reaction of substituted N-phenylbenzimidoyl chlorides with N,N-dimethylcynanamide in the presence of titanium tetrachloride has yielded seven 4-(N,N-dimethylamino)-2-arylquinazolines substituted on the phenyl ring with electron donating or withdrawing groups. pKa values have been determined for these compounds and analyzed in conjunction with the Hammett sigma constants to observe the influence of these phenyl substituents upon the basicity of 4-(N,N-dimethylamino)-2-arylquinazolines. The rho value, single crystal X-ray analysis and N-15-nmr spectra give evidence about the preferential site of protonation in such systems.

  DOI：

  10.3987/com-96-7416
• 作为产物：
  描述：

  N-苯基-4-甲氧基苯甲酰胺 在 五氯化磷 、 四氯化钛 作用下， 以 苯 为溶剂， 反应 27.0h， 生成 4-(dimethylamino)-2-(4-methoxyphenyl)quinazoline
  参考文献：
  名称：

  Synthesis and Basicity of 4-(N,N-Dimethylamino)-2-arylquinazolines

  摘要：

  The reaction of substituted N-phenylbenzimidoyl chlorides with N,N-dimethylcynanamide in the presence of titanium tetrachloride has yielded seven 4-(N,N-dimethylamino)-2-arylquinazolines substituted on the phenyl ring with electron donating or withdrawing groups. pKa values have been determined for these compounds and analyzed in conjunction with the Hammett sigma constants to observe the influence of these phenyl substituents upon the basicity of 4-(N,N-dimethylamino)-2-arylquinazolines. The rho value, single crystal X-ray analysis and N-15-nmr spectra give evidence about the preferential site of protonation in such systems.

  DOI：

  10.3987/com-96-7416

文献信息

• Synthesis of 4-(Dimethylamino)quinazoline via Direct Amination of Quinazolin-4(3H)-one Using N,N-Dimethylformamide as a Nitrogen Source at Room Temperature
  作者：Yiyuan Peng、Xin Chen、Qin Yang、Yirong Zhou、Zhihong Deng、Xuechun Mao

  DOI：10.1055/s-0034-1380550

  日期：——

  that affords the corresponding 4-(dimethylamino)quinazolines in high yields. This transformation proceeds through efficient 4-toluenesulfonyl chloride mediated C–OH bond activation at room temperature. An efficient direct amination of quinazolin-4(3H)-ones using N,N-dimethylformamide as a nitrogen source is described that affords the corresponding 4-(dimethylamino)quinazolines in high yields. This

  摘要 描述了使用N，N-二甲基甲酰胺作为氮源的喹唑啉-4（3H）-酮的有效直接胺化，其以高收率提供了相应的4-（二甲基氨基）喹唑啉。这种转化通过在室温下有效的4-甲苯磺酰氯介导的C-OH键活化而进行。 描述了使用N，N-二甲基甲酰胺作为氮源的喹唑啉-4（3H）-酮的有效直接胺化，其以高收率提供了相应的4-（二甲基氨基）喹唑啉。这种转化通过在室温下有效的4-甲苯磺酰氯介导的C-OH键活化而进行。
• Synthesis and Basicity of 4-(N,N-Dimethylamino)-2-arylquinazolines
  作者：Wojciech Zielinski、Agnieszka Kudelko、Elizabeth M. Holt

  DOI：10.3987/com-96-7416

  日期：——

  The reaction of substituted N-phenylbenzimidoyl chlorides with N,N-dimethylcynanamide in the presence of titanium tetrachloride has yielded seven 4-(N,N-dimethylamino)-2-arylquinazolines substituted on the phenyl ring with electron donating or withdrawing groups. pKa values have been determined for these compounds and analyzed in conjunction with the Hammett sigma constants to observe the influence of these phenyl substituents upon the basicity of 4-(N,N-dimethylamino)-2-arylquinazolines. The rho value, single crystal X-ray analysis and N-15-nmr spectra give evidence about the preferential site of protonation in such systems.