1'H,2H-spiro[acenaphthylene-1,2'-quinazoline]-2,4'(3'H)-dione | 1350616-36-2

• 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: 1'H,2H-spiro[acenaphthylene-1,2'-quinazoline]-2,4'(3'H)-dione
• 英文别名: 1'h,2h-Spiro[acenaphthylene-1,2'-quinazoline]-2,4'(3'h)-dione；spiro[1,3-dihydroquinazoline-2,2'-acenaphthylene]-1',4-dione
• CAS: 1350616-36-2
• 化学式: C₁₉H₁₂N₂O₂
• 分子量: 300.316
• InChiKey: CWPVMZLWJVCITA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-硝基苯甲酰胺 、 苊醌 在 tin(II) chloride dihdyrate 作用下， 以 乙醇 为溶剂， 以83%的产率得到1'H,2H-spiro[acenaphthylene-1,2'-quinazoline]-2,4'(3'H)-dione
  参考文献：
  名称：

  氯化亚锡诱导的高效便捷合成螺吲哚啉酮-喹唑啉

  摘要：

  一种高效，方便，单釜1的合成“ ħ -螺[二氢吲哚-3,2'-喹唑啉] -2,4-'（3' ħ） -二酮衍生物是在良好的产率通过的2新颖还原环化完成SnCl 2 ·2H 2 O系统介导的硝基硝基苯甲酰胺和靛红。多种基材可以高产率参与该工艺，从而使该方法具有广泛的适用性。化合物3c的结构已经通过X射线衍射分析确认。

  DOI：

  10.1016/j.tet.2011.09.130

文献信息

• Structurally diversified synthesis of 2,3-dihydroquinazolin-4-(1H)-ones from 2-aminobenzamides and 1,2-dicarbonyl compounds in ionic liquids catalyzed by iodine
  作者：Jie Wang、Mei-Mei Zhang、Xiang-Shan Wang

  DOI：10.1007/s11164-016-2807-1

  日期：2017.5

  Abstract A green procedure for the rapid diversification of quinazolin-4-(1H)-one scaffolds is described in this paper. Various types of 1,2-dicarbonyl compounds are treated with 2-aminobenzamides in ionic liquids catalyzed by iodine and unexpectedly afford structurally diversified single-quinazoline derivatives. The recyclability of the ionic liquids makes this protocol to be an environmentally benign

  摘要 本文介绍了一种快速多样化的喹唑啉-4-（1 H）-1支架的绿色程序。各种类型的1,2-二羰基化合物在碘催化的离子液体中用2-氨基苯甲酰胺处理，出乎意料地提供结构上多样化的单喹唑啉衍生物。离子液体的可回收性使该协议成为环境友好的程序。 图形概要 通过碘催化的离子液体中的1,2-二羰基化合物和2-氨基苯甲酰胺的绿色合成，总共合成了39个喹唑啉-4-（1H）-1骨架。
• Sulfamic acid as energy efficient catalyst for synthesis of flurophores, 1-H-spiro [isoindoline-1,2′-quinazoline]-3,4′(3′H)-diones
  作者：MANSING M MANE、DATTAPRASAD M PORE

  DOI：10.1007/s12039-016-1047-7

  日期：2016.4

  An energy efficient synthesis of 1-H-spiro[isoindoline-1,2 ′-quinazoline]-3,4 ′(3 ′ H)-diones has been expediently accomplished by a reaction of isatin(s) / cyclic ketone and anthranilamide in ethanol at ambient temprature. Excellent yields of the products in short time duration, operational simplicity, and simple work-up procedure are the attractive features of the present protocol. Synthesized 1

  1-一种能量高效合成ħ -螺[异二氢吲哚-1,2- ' -喹唑啉] -3,4- ' （3 ' ħ） -二酮已有利地通过靛红的反应来实现（一个或多个）/环酮和邻氨基苯甲酰胺在在环境温度下使用乙醇。在本发明方案中，在短时间内，操作简单和简单的后处理过程中产品的优异产率是有吸引力的。合成的1- ħ -螺[异二氢吲哚-1,2- ' -喹唑啉] -3,4- ' （3 ' ħ被发现） -二酮为荧光与在UV区吸收（302，362纳米）和发射在可见光区域（ 413-436 nm），斯托克斯位移为44-72 nm。 1 - H-螺[异吲哚啉-1,2'-喹唑啉] -3,4'（3'H）-二酮的合成
• Glycerol based ionic liquid with a boron core: A new highly efficient and reusable promoting medium for the synthesis of quinazolinones
  作者：Hamid Reza Safaei、Mohsen Shekouhy、Vahid Shafiee、Mansooreh Davoodi

  DOI：10.1016/j.molliq.2013.01.013

  日期：2013.4

  A highly efficient and environmental benign procedure for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones via the condensation of carbonyl compounds with 2-aminobenzamide using a glycerol based ionic liquid with a boron core as a new and reusable promoting medium is described. A broad range of substrates including aldehydes and ketone were condensed with 2-aminobenzamide. All reactions are completed in short times and the products are obtained in good to excellent yields. The reaction medium could be recycled and reused several times without any loss of efficiency. Moreover, presented procedure has been applied successfully for the synthesis of some novel bis(pyrazolinone) derivatives. (C) 2013 Elsevier B.V. All rights reserved.
• Efficient and convenient synthesis of spiroindolinone-quinazolines induced by stannous chloride
  作者：Yu Hu、Man-Man Wang、Hui Chen、Da-Qing Shi

  DOI：10.1016/j.tet.2011.09.130

  日期：2011.12

  An efficient, convenient, one-pot synthesis of 1′H-spiro[indoline-3,2′-quinazoline]-2,4′(3′H)-dione derivatives was accomplished in good yields via the novel reductive cyclization of 2-nitrobenzamides and isatins mediated by SnCl2·2H2O system. A variety of substrates can participate in the process with good yields, making this methodology have broad applicability. The structure of compound 3c has been

  一种高效，方便，单釜1的合成“ ħ -螺[二氢吲哚-3,2'-喹唑啉] -2,4-'（3' ħ） -二酮衍生物是在良好的产率通过的2新颖还原环化完成SnCl 2 ·2H 2 O系统介导的硝基硝基苯甲酰胺和靛红。多种基材可以高产率参与该工艺，从而使该方法具有广泛的适用性。化合物3c的结构已经通过X射线衍射分析确认。