2,3-dimethylimidazo[1,2-c]quinazoline | 30391-78-7

• 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: 2,3-dimethylimidazo[1,2-c]quinazoline
• CAS: 30391-78-7
• 化学式: C₁₂H₁₁N₃
• 分子量: 197.239
• InChiKey: NLUGJULAYLGGGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-dimethylimidazo[1,2-c]quinazoline 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以81%的产率得到2,3-dimethyl-5,6-dihydro-imidazo[1,2-c]quinazoline
  参考文献：
  名称：

  Imidazo[1,2-c]quinazolines with lipid peroxidation inhibitory effect

  摘要：

  A series of imidazo[1,2-c]quinazolines of different lipophilic character was prepared. According to their antioxidant (cyclic voltammetry) properties they all should be potent inhibitors of lipid peroxidation. Under the given circumstances (NADPH-induced lipid peroxidation in rat brain microsomes and Fe(2+)-induced lipid peroxidation in rat brain homogenate), however, their lipid peroxidation inhibitory activity was strongly dependent on their lipophilicity. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80007-x
• 作为产物：
  描述：

  4,5-dimethyl-2-(2-nitro-phenyl)-1H-imidazole 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 2,3-dimethylimidazo[1,2-c]quinazoline
  参考文献：
  名称：

  Imidazo[1,2-c]quinazolines with lipid peroxidation inhibitory effect

  摘要：

  A series of imidazo[1,2-c]quinazolines of different lipophilic character was prepared. According to their antioxidant (cyclic voltammetry) properties they all should be potent inhibitors of lipid peroxidation. Under the given circumstances (NADPH-induced lipid peroxidation in rat brain microsomes and Fe(2+)-induced lipid peroxidation in rat brain homogenate), however, their lipid peroxidation inhibitory activity was strongly dependent on their lipophilicity. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80007-x

文献信息

• Synthesis of Quinazolinones, Imidazo[1,2-<i>c</i> ]quinazolines and Imidazo[4,5-<i>c</i> ]quinolines through Tandem Reductive Amination of Aryl Halides and Oxidative Amination of C(sp³ )-H Bonds
  作者：Nitesh Kumar Nandwana、Shiv Dhiman、Hitesh Kumar Saini、Indresh Kumar、Anil Kumar

  DOI：10.1002/ejoc.201601329

  日期：2017.1.18

  2-c]quinazolines and imidazo[4,5-c]quinolines. The reaction involves a copper-catalyzed reductive amination through azidation followed by reduction and oxidative amination of C(sp3)–H bonds of N,N-dimethylacetamide in the presence of TBHP (tert-butylhydroperoxide) as oxidant. The method uses the easily available sodium azide as a nitrogen source and DMA (N,N-dimethylacetamide) as a one-carbon source for the

  已经描述了用于合成喹唑啉酮、咪唑并[1,2-c]喹唑啉和咪唑并[4,5-c]喹啉的串联多组分方法。该反应涉及铜催化的叠氮化还原胺化，然后在 TBHP（叔丁基氢过氧化物）作为氧化剂的存在下还原和氧化胺化 N,N-二甲基乙酰胺的 C(sp3)-H 键。该方法使用容易获得的叠氮化钠作为氮源，使用 DMA（N,N-二甲基乙酰胺）作为单碳源合成这些 N-稠合杂环，收率良好。该反应也可用于克级合成。
• Copper-catalyzed tandem Ullmann type C–N coupling and dehydrative cyclization: synthesis of imidazo[1,2-c]quinazolines
  作者：Nitesh K. Nandwana、Shiv Dhiman、Ganesh M. Shelke、Anil Kumar

  DOI：10.1039/c5ob02469b

  日期：——

  A simple and efficient one-pot protocol has been demonstrated for the synthesis of imidazo[1,2-c]quinazoline derivatives through a copper catalyzed tandem reaction between substituted 2-(2-bromophenyl)-1H-imidazoles and formamide. The synthetic protocol involves initial Ullmann-type C–N coupling followed by intramolecular dehydrative cyclization. The method uses readily available 2-(2-bromophenyl)-1H-imidazoles

  已经证明了一种简单有效的一锅操作规程，用于通过取代的2-（2-溴苯基）-1 H-咪唑与甲酰胺之间的铜催化串联反应合成咪唑并[1,2- c ]喹唑啉衍生物。合成方案包括最初的Ullmann型C–N偶联，然后进行分子内脱水环化。该方法使用容易获得的2-（2-溴苯基）-1- ħ -咪唑作为起始物质，得到咪唑并[1,2 Ç ]喹唑啉在中度至良好的产率和提供610毫克（71％）的产率3a中从一个克规模反应。
• TWI520958
  申请人：——

  公开号：——

  公开（公告）日：——
• METAL COMPLEXES
  申请人：Stoessel Philipp

  公开号：US20110284799A1

  公开（公告）日：2011-11-24

  The present invention relates to metal complexes and to electronic devices, in particular organic electroluminescent devices, comprising these metal complexes.
• US9169282B2
  申请人：——

  公开号：US9169282B2

  公开（公告）日：2015-10-27