2-[(4-oxo-3,4-dihydro-2-quinazolinyl)methyl]benzoic acid | 540495-74-7

• 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-oxo-3,4-dihydro-2-quinazolinyl)methyl]benzoic acid
• 英文别名: 2-(4-oxo-3,4-dihydro-2-quinazolinylmethyl)benzoic acid；2-[(4-Oxo-3,4-dihydroquinazolin-2-yl)methyl]benzoic acid；2-[(4-oxo-3H-quinazolin-2-yl)methyl]benzoic acid
• CAS: 540495-74-7
• 化学式: C₁₆H₁₂N₂O₃
• mdl: MFCD03469138
• 分子量: 280.283
• InChiKey: HYGGQEMOVYEUKG-UHFFFAOYSA-N

物化性质

• 熔点：
  299 °C(Solv: N,N-dimethylformamide (68-12-2))
• 沸点：
  523.9±52.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.062
• 拓扑面积：
  78.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(4-oxo-3,4-dihydro-2-quinazolinyl)methyl]benzoic acid 在 乙酸酐 作用下， 以90%的产率得到6H-isoquinolino[2,3-a]quinazoline-5,12-dione
  参考文献：
  名称：

  Condensed isoquinolines 32. Synthesis of 4H-thieno-[3′,2′:5,6]-and-[2′,3′: 5,6]pyrimido-[1,2-b]isoquinolines and 6,12-dihydro-5H-isoquino-[2,3-a]quinazoline-5,12-dione derivatives

  摘要：

  Treatment of 2-(4-oxo-3,4-dihydrothieno[2,3-d]-and-[3,2-d]pyrimidin-2-ylmethyl)benzoic acids and 2-(4-oxo-3,4-dihydro-2-quinazolinylmethyl)benzoic acid with acetic anhydride gave thieno[3',2':5,6]-and-[2',3':5,6]pyrimido[1,2-b]isoquinoline-4,11-diones and isoquino[2,3-a]quinazoline-5,12-dione respectively. NMR spectroscopy showed that an intramolecular acylation of the above acids occurs at the atom N-1 of the pyrimidinone part of the bicycle.

  DOI：

  10.1007/s10593-008-0119-0
• 作为产物：
  描述：

  邻氨基苯甲酸 、 2-(氰基甲基)苯甲酸 以 氯苯 为溶剂， 反应 0.17h， 以85%的产率得到2-[(4-oxo-3,4-dihydro-2-quinazolinyl)methyl]benzoic acid
  参考文献：
  名称：

  摘要：

  DOI：

  10.1023/a:1021737714997

文献信息

• Derivatives of arborine [1-methyl-2-(phenylmethyl)-4(1H)-quinazolinone]
  作者：V. A. Kovtunenko、T. T. Kucherenko、R. I. Zubatyuk、O. V. Shishkin、D. A. Yushchenko

  DOI：10.1007/s10593-007-0197-4

  日期：2007.10
• Condensed isoquinolines 32. Synthesis of 4H-thieno-[3′,2′:5,6]-and-[2′,3′: 5,6]pyrimido-[1,2-b]isoquinolines and 6,12-dihydro-5H-isoquino-[2,3-a]quinazoline-5,12-dione derivatives
  作者：A. V. Zadorozhny、V. A. Kovtunenko、A. V. Turov、T. T. Kucherenko

  DOI：10.1007/s10593-008-0119-0

  日期：2008.7

  Treatment of 2-(4-oxo-3,4-dihydrothieno[2,3-d]-and-[3,2-d]pyrimidin-2-ylmethyl)benzoic acids and 2-(4-oxo-3,4-dihydro-2-quinazolinylmethyl)benzoic acid with acetic anhydride gave thieno[3',2':5,6]-and-[2',3':5,6]pyrimido[1,2-b]isoquinoline-4,11-diones and isoquino[2,3-a]quinazoline-5,12-dione respectively. NMR spectroscopy showed that an intramolecular acylation of the above acids occurs at the atom N-1 of the pyrimidinone part of the bicycle.
• ——
  作者：V. A. Kovtunenko、T. T. Kucherenko、O. V. Shishkin、V. M Kisel

  DOI：10.1023/a:1021737714997

  日期：——
• Condensed isoquinolines. 35*. Synthesis and reactions of 4h-thieno[3′,4′:5,6]pyrimido-[1,2-b]isoquinoline-4,11(5H)-dione
  作者：A. V. Zadorozhny、V. A. Kovtunenko、A. V. Turov

  DOI：10.1007/s10593-010-0608-9

  日期：2010.12

  Derivatives of the previously unknown tetracyclic system 4H-thieno[3',4':5,6] pyrimido[1,2-b]isoquinoline- 4,11(5H)-dione have been synthesized. A comparison of the spectral characteristics and the biological activities of these compounds has been carried out, and also of their positional isomers and benzene isosteres. The differences, associated with the position of the sulfur atom, are most reflected in their electronic spectra.