2-(butylamino)-3-phenylquinazolin-4(3H)-one | 10204-16-7

• 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-(butylamino)-3-phenylquinazolin-4(3H)-one
• 英文别名: 2-(Butylamino)-3-phenylquinazolin-4-one
• CAS: 10204-16-7
• 化学式: C₁₈H₁₉N₃O
• 分子量: 293.368
• InChiKey: BEIVYLWGZOPTPZ-UHFFFAOYSA-N

物化性质

• 熔点：
  150 °C
• 沸点：
  446.8±28.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  44.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-苯基-2,4(1H,3H)-喹唑啉二酮 在 五氯化磷 、 三氯氧磷 作用下， 以 苯 为溶剂， 反应 12.0h， 生成 2-(butylamino)-3-phenylquinazolin-4(3H)-one
  参考文献：
  名称：

  Talukdar, P. B.; Sengupta, S. K.; Datta, A. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 8, p. 638 - 640

  摘要：

  DOI：

文献信息

• Solid-Phase Synthesis of 3<i>H</i>-Quinazolin-4-ones Based on an Aza Wittig-Mediated annulation Strategy
  作者：José M. Villalgordo、Daniel Obrecht、Alexander Chucholowsky

  DOI：10.1055/s-1998-1971

  日期：1998.12

  Aza Wittig-mediated annulation provides a highly efficient and straightforward strategy for the parallel synthesis of 3H-quinazolin-4-ones on solid support. The products were recovered in good yields and exhibited excellent purities.

  Aza Wittig介导的环化提供了一种高效且直接的策略，用于在固相上并行合成3H-喹唑啉-4-酮。产品以良好的产率回收，并展现了优异的纯度。
• RE[N(SiMe₃)₂]₃-Catalyzed Guanylation/Cyclization of Amino Acid Esters and Carbodiimides
  作者：Chengrong Lu、Chao Gong、Bei Zhao、Lijuan Hu、Yingming Yao

  DOI：10.1021/acs.joc.7b02550

  日期：2018.2.2

  The example of rare-earth metal-catalyzed guanylation/cyclization of amino acid esters and carbodiimides is well-established, forming 4(3H)-2-alkylaminoquinazolinones in 65–96% yields. The rare-earth metal amides RE[N(TMS)2]3 (RE = Y, Yb, Nd, Sm, La; TMS = SiMe3) showed high activities, and La[N(TMS)2]3 performed best for a wide scope of the substrates.

  稀土金属催化氨基酸酯和碳二亚胺的鸟苷酸化/环化的例子是公认的，以65-96％的产率形成4（3 H）-2-烷基氨基喹唑啉酮。稀土金属酰胺RE [N（TMS）2 ] 3（RE = Y，Yb，Nd，Sm，La; TMS = SiMe 3）表现出高活性，而La [N（TMS）2 ] 3表现最好。广泛的基材。
• Molybdenum-mediated synthesis of quinazolin-4(3H)-ones via cyclocarbonylation using microwave irradiation
  作者：Bryan Roberts、David Liptrot、Tim Luker、Michael J. Stocks、Catherine Barber、Nicola Webb、Robert Dods、Barrie Martin

  DOI：10.1016/j.tetlet.2011.05.052

  日期：2011.7

  A new, efficient and practical synthesis of quinazolin-4(3H)-ones is reported via molybdenum-mediated cyclocarbonylation using microwave irradiation. These methods allow access to a wide range of quinazolin-4(314)-ones in reasonable yields without the need for gaseous carbon monoxide and palladium catalysts. A range of reactions illustrating the wide scope of this chemistry was carried out and all proceeded in reasonable yields. (C) 2011 Elsevier Ltd. All rights reserved.
• A Facile and Selective Synthesis of 2-Alkylamino-4(3<i>H</i>)-quinazolinones
  作者：Yi Liang、Ming-Wu Ding、Zhao-Jie Liu、Xiao-Peng Liu

  DOI：10.1081/scc-120022173

  日期：2003.1.8

  The carbodiimides 2, obtained from aza-Wittig reactions of iminophosphorane 1 with aromatic isocyanates, reacted with aliphatic primary amines to give mainly 2-alkylamino-4(3H)-quinazolinones 4 with unusual selectivity.
• TALUKDAR P. B.; SENGUPTA S. K.; DATTA A. K., INDIAN J. CHEM., 1980, B19, NO 8, 638-640
  作者：TALUKDAR P. B.、 SENGUPTA S. K.、 DATTA A. K.

  DOI：——

  日期：——