3-(4-nitrophenyl)quinazolin-4(3H)-one | 95202-41-8

• 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: 3-(4-nitrophenyl)quinazolin-4(3H)-one
• 英文别名: 3-(4-nitrophenyl)quinazolin-4-one
• CAS: 95202-41-8
• 化学式: C₁₄H₉N₃O₃
• 分子量: 267.244
• InChiKey: RMHYEHAOFXFUIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-甲基甲酰胺 以95%的产率得到
  参考文献：
  名称：

  BAIG, G. U.;STEVENS, M. F. G., J. CHEM. SOC. PERKIN TRANS., 1984, N 12, 2765-2766

  摘要：

  DOI：

文献信息

• TBHP as Methyl Source under Metal-Free Aerobic Conditions To Synthesize Quinazolin-4(3<i>H</i> )-ones and Quinazolines by Oxidative Amination of C(sp³ )-H Bond
  作者：Sushobhan Mukhopadhyay、Dinesh S. Barak、Sanjay Batra

  DOI：10.1002/ejoc.201800495

  日期：2018.6.15

  tert‐Butyl hydroperoxide (TBHP) served as the methyl source under metal‐free aerobic conditions in the oxidative amination of a C(sp3)–H bond to provide quinazolin‐4(3H)‐one and quinazoline derivatives.

  在无金属好氧条件下，叔丁基过氧化氢（TBHP）在C（sp 3）-H键的氧化胺化反应中作为甲基源，提供了quinazolin-4（3 H）-one和quinazoline衍生物。
• Ultrasound Promoted and Ionic Liquid Catalyzed Cyclocondensation Reaction for the Synthesis of 4(3<i>H</i>)-Quinazolinones
  作者：Omprakash B. Pawar、Fulchand R. Chavan、Sachin S. Sakate、Narayan D. Shinde

  DOI：10.1002/cjoc.201090037

  日期：2010.1

  4(3H)‐Quinazolinones were synthesized in high yields by one‐pot three‐component condensation of anthranilic acid, carboxylic acid and aniline in the presence of ionic liquid such as 1‐n‐butyl‐3‐methylimidazolium tetrafluoroborate (BMImBF4) as catalyst under solvent free and neutral conditions.

  在离子液体（例如1 - n-丁基-3-甲基咪唑四氟硼酸酯（BMImBF 4））存在下，通过邻氨基苯甲酸，羧酸和苯胺的一锅式三组分缩合反应以高收率合成4（3 H）-喹唑啉酮。在无溶剂和中性条件下用作催化剂。
• Lanthanum(III) nitrate hexahydrate or p-toluenesulfonic acid catalyzed one-pot synthesis of 4(3H)-quinazolinones under solvent-free conditions
  作者：Manchala Narasimhulu、Kondempudi Chinni Mahesh、Thummalapally Srikanth Reddy、Karuturi Rajesh、Yenamandra Venkateswarlu

  DOI：10.1016/j.tetlet.2006.04.096

  日期：2006.6

  The one-pot synthesis of quinazolinone derivatives from the reaction of anthranilic acid, trialkyl orthoformate and amines in the presence of lanthanum(III) nitrate hexahydrate or p-toluenesulfonic acid has been carried out. The reaction occurred in a few minutes under solvent-free conditions and in excellent yields.

  由邻氨基苯甲酸，原甲酸三烷基酯和胺在六水合硝酸镧（Ⅲ）或对甲苯磺酸的存在下一锅合成喹唑啉酮衍生物。该反应在无溶剂条件下在几分钟内以极高的收率进行。
• Copper(I) Iodide Catalyzed Domino Process to Quinazolin-4(3<i>H</i>)-ones
  作者：Ke Ding、Jing Zhou、Liangbing Fu、Man Lv、Jinsong Liu、Duanqing Pei

  DOI：10.1055/s-0028-1083245

  日期：2008.12

  An efficient synthesis of substituted quinazolin-4(3H)-ones by a one-pot ligand-free CuI-catalyzed coupling/condensative cyclization under mild conditions is described. Our study provides an alternative strategy for the preparation of biologically active quinazolin-4(3H)-ones.

  本文描述了一种在温和条件下，通过一步法无配体CuI催化的耦合/冷凝环化反应高效合成替代取代的喹嗪啉-4(3H)-酮的方法。我们的研究提供了一种制备生物活性喹嗪啉-4(3H)-酮的替代策略。
• Yb(OTf)₃-CatalyzedOne-Pot Synthesis of Quinazolin-4(3<i>H</i>)-onesfrom Anthranilic­ Acid, Amines and Ortho Esters (or FormicAcid) in Solvent-Free Conditions
  作者：Limin Wang、Jianjun Xia、Fang Qin、Changtao Qian、Jie Sun

  DOI：10.1055/s-2003-39397

  日期：——

  An efficient synthesis of an array of quinazolin-4(3 H)- ones from anthranilic acid, ortho esters (or formic acid) and amines using Yb(OTf)3 in one-pot under solvent-free conditions is de- scribed. Compared with the classical reaction conditions, this new synthetic method has the advantage of excellent yields (75-99%), shorter reaction time (few minutes) and reusability of the catalyst.

  描述了在无溶剂条件下使用 Yb(OTf)3 在一锅法中从邻氨基苯甲酸、原酸酯（或甲酸）和胺有效合成一系列 quinazolin-4(3H)- 化合物。与经典反应条件相比，这种新的合成方法具有收率高（75-99%）、反应时间短（几分钟）和催化剂可重复使用等优点。