6-phenyl-8H-quinazolino[4,3-b]quinazolin-8-one | 73565-10-3

• 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-phenyl-8H-quinazolino[4,3-b]quinazolin-8-one
• 英文别名: 6-Phenylquinazolino[4,3-b]quinazolin-8-one
• CAS: 73565-10-3
• 化学式: C₂₁H₁₃N₃O
• 分子量: 323.354
• InChiKey: IIKWCIHJCVWMRC-UHFFFAOYSA-N

物化性质

• 熔点：
  292 °C
• 沸点：
  542.7±33.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-氯-2-苯基喹唑啉 在 乙酸酐 作用下， 生成 6-phenyl-8H-quinazolino[4,3-b]quinazolin-8-one
  参考文献：
  名称：

  806.喹唑酮系列的合成。第二部分 喹啉和喹唑并喹唑啉酮的合成

  摘要：

  DOI：

  10.1039/jr9560004173

文献信息

• A comparison of some pyrolysis reactions of benzotriazoles, benzisoxazolones and benzisothiazolones
  作者：Wit K. Janowski、Rolf H. Prager、Jason A. Smith

  DOI：10.1039/b004825i

  日期：——

  The products of flash vacuum pyrolysis of N-acetyl, N-methyl, N-benzyl and N-heteroaryl-substituted benzotriazole, 2,1-benzoxazol-3-one and 2,1-benzothiazol-3-one have been compared. The pyrolysis of benzotriazoles and benzisoxazolones appears to involve an iminocarbene intermediate, although the N-benzyl analogues react by radical pathways. Benzisothiazolones appear to form iminoketene intermediates.

  通过闪蒸真空热解法得到的N-乙酰基、N-甲基、N-苄基以及N-杂芳基取代的苯并三唑、2,1-苯并恶唑-3-酮和2,1-苯并噻唑-3-酮的产物已进行了比较。苯并三唑和苯并异恶唑酮的热解过程似乎涉及亚胺卡宾中间体，尽管N-苄基衍生物通过自由基途径反应。苯并异噻唑酮似乎形成了亚胺炔酮中间体。
• Synthesis of Some New Chloro Derivatives of Quinazolino[4,3-b]quinazolin-5-one and Tetrazolo[5,4-c]quinazoline
  作者：Mohamed F. Abdel-Megeed、Salah M. Yassin、Mohamed A. Saleh

  DOI：10.1135/cccc19921559

  日期：——

  Introducing of chlorine into biologically versatile heterocyclic rings might led to the improvement of their pharmacological activity. Therefore compounds IIa-IIr and IIIa-IIIf were prepared with the aim to combine the pesticidal qualities of heterocyclic nuclei.

  将氯气引入生物多功能杂环环可能会提高它们的药理活性。因此，化合物IIa-IIr和IIIa-IIIf旨在结合杂环核的杀虫特性。
• An Efficient One-Pot Multicomponent Synthesis of Tetracyclic Quinazolino[4,3-b]quinazolines by Sequential C–N Bond Formation and Copper-Mediated Aerobic Oxidative Cyclization
  作者：Manjula Alla、Gal Potuganti、Divakar Indukuri

  DOI：10.1055/s-0036-1591578

  日期：2018.8

  synthesis of quinazolino[4,3-b]quinazoline derivatives has been accomplished, starting from 2-(2-bromo­phenyl)quinazolin-4(3H)-one, aldehydes, and various nitrogen sources under aerobic conditions. The multicomponent protocol is mediated by copper(I) salts and involves amination of 2-(2-bromophenyl)quinazolin-4(3H)-one, followed by condensation with the aldehyde and an oxidative cyclization to give the target

  喹唑啉并 [4,3-b] 喹唑啉衍生物的高效一锅合成已经完成，从 2-(2-溴苯基)quinazolin-4(3H)-one、醛和各种氮源在有氧条件下开始。多组分方案由铜 (I) 盐介导，涉及 2-(2-溴苯基) 喹唑啉-4(3H)-one 的胺化，然后与醛缩合和氧化环化，得到中等至良好的目标化合物产量。
• Synthetic Applications of Bis(iminophosphoranes) – Preparation of Some Derivatives of the 11H-Quinazolino[2,3-b]- and Quinazolino[4,3-b]quinazoline Ring Systems
  作者：Pedro Molina、Carlota Conesa、M. de los Desamparados Velasco

  DOI：10.1002/jlac.199719970116

  日期：1997.1

  reaction of bis(iminophosphorane) 3 with two equivalents of aryl isocyanates directly provided the bicyclic guanidines 4. However, 3 undergoes intramolecular aza Wittig reaction on thermal treatment to give the iminophosphorane 6 derived from the 2-(o-azidophenyl)-4(3H)-quinazolinone. Compound 6 reacts with isocyanates, acyl chlorides and carbon disulfide to yield quinazolino[4,3-b]quinazoline derivatives

  双（亚氨基正膦）3与两个当量的芳基异氰酸酯的Aza Wittig反应直接提供了双环胍4。然而，3在热处理时发生分子内氮杂Wittig反应，得到衍生自2-（o-叠氮基苯基）-4（3 H）-喹唑啉酮的亚氨基磷烷6。化合物6与异氰酸酯，酰氯和二硫化碳反应，生成喹唑啉代[4,3- b ]喹唑啉衍生物8a–c，9a–c，10和11。
• Design of Photosensitive Cobalt Complex Intermediates and Their Application in the Green Syntheses of Molecules Containing the Quinazolin-4(3<i>H</i>)-imine Scaffold
  作者：Xianwei Zhang、Tianzhao Wang、Shisheng Cui、Lei Li、Zhibing Zheng、Chunlai Mi、Bin Lin、Xuhong Ren、Xinhua He

  DOI：10.1021/acs.joc.1c02987

  日期：2022.7.1

  of Co(II) and two substrate molecules, bind to O2 and absorb visible light over a wide spectral range, triggering in situ oxidative decarboxylation to produce molecules containing the quinazolin-4(3H)-imine scaffold. These reactions employed glyoxylic acid and ketoacids as new building blocks, and good to excellent yields of the corresponding products were obtained under mild reaction conditions using

  钴/光氧化还原协同催化是一种成熟的可见光光氧化还原催化技术。最近，Co(II)配合物在均相催化中的光敏性引起了科学家们的兴趣。在这项研究中，光敏 Co(II) 复合中间体旨在开发新的合成方法。这些中间体由 Co(II) 和两个底物分子组成，与 O 2结合并吸收宽光谱范围内的可见光，触发原位氧化脱羧生成含有 quinazolin-4(3 H)-亚胺支架。这些反应采用乙醛酸和酮酸作为新的结构单元，在温和的反应条件下，使用绿色且廉价的试剂和溶剂，获得了良好至优异的相应产物产率。这些结果很重要，因为钴基光敏中间体的设计将有助于建立利用可见光的新方法，从而导致有机合成的创新。