(+/-)-2,3-dihydro-2-methyl-2-propyl-4(1H)-quinazolinone | 117376-79-1

• 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-dihydro-2-methyl-2-propyl-4(1H)-quinazolinone
• 英文别名: 2-methyl-2-propyl-2,3-dihydroquinazolin-4(1H)-one (3e)；2-methyl-2-propyl-1,3-dihydroquinazolin-4-one
• CAS: 117376-79-1
• 化学式: C₁₂H₁₆N₂O
• mdl: MFCD18483046
• 分子量: 204.272
• InChiKey: BGMXSMAJEIIENP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基亚苯基肼 在 potassium permanganate 作用下， 以 溶剂黄146 、 丙酮 为溶剂， 反应 12.0h， 生成 (+/-)-2,3-dihydro-2-methyl-2-propyl-4(1H)-quinazolinone
  参考文献：
  名称：

  Reddy, P. S. N.; Reddy, P. Pratap, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1988, vol. 27, # 1-12, p. 135 - 139

  摘要：

  DOI：

文献信息

• Facile Method for the Combinatorial Synthesis of 2,2-Disubstituted Quinazolin-4(1<i>H</i>)-one Derivatives Catalyzed by Iodine in Ionic Liquids
  作者：Xiang-Shan Wang、Ke Yang、Jie Zhou、Shu-Jiang Tu

  DOI：10.1021/cc900174p

  日期：2010.7.12

  A mild and facile method for the combinatorial synthesis of quinazolin-4-(1H)-one derivatives, containing simple 2,2-disubstituted quinazolin-4-(1H)-ones, spirocyclic quinazolin-4-(1H)-ones, spiro-heterocyclic quinazolin-4-(1H)-ones, and dispirocyclic quinazolin-4-(1H)-ones, is described, which results in high yields by using ionic liquids as green media. The method involves the reaction of 2-aminobenzamides

  为喹唑啉4-（1的组合合成的温和和容易的方法ħ） -酮衍生物，含有简单2,2-二取代的喹唑啉4-（1 ħ） -酮，螺喹唑啉4-（1- ħ） -的，螺-杂环喹唑啉4-（1 ħ） -酮，和dispirocyclic喹唑啉4-（1 ħ） -酮，描述，其结果以高收率通过使用离子液体作为绿色介质。该方法涉及2-氨基苯甲酰胺与碘催化的各种酮的反应，并提供了用于生物医学筛选的新的喹唑啉-4-（1 H）-一文库。
• Selective synthesis of functionalized quinazolinone derivatives via biocatalysis
  作者：Jin Lan、Zhanggao Le、Hongxia Li、Jia Meng、Bozhen Gong、Zongbo Xie

  DOI：10.1016/j.mcat.2020.111261

  日期：2020.12

  quinazolinone derivatives via tandem / hydrolysis / decarboxylation / cyclization and transesterification reactions has been developed that works with a variety of 2-aminobenzamide and β-dicarbonyl compounds. This method requires mild conditions, and has demonstrated high catalytic activity, excellent yields, excellent chemoselectivity, and a broad substrate scope. Additionally, biocatalyzed decarboxylation does

  通过串联/水解/脱羧/环化和酯交换反应构建功能化的喹唑啉酮衍生物的新型高效生物催化方法已经开发出来，可与多种2-氨基苯甲酰胺和β-二羰基化合物一起使用。该方法需要温和的条件，并显示出高催化活性，优异的收率，优异的化学选择性和广泛的底物范围。另外，生物催化的脱羧反应不需要高温或光活化，使其相对于替代技术具有实质优势。最重要的是，它为利用有机化学中的酶探索简单，便捷和环境友好的合成路线提供了新的实例。
• New conditions for synthesis of (±)-2-monosubstituted and (±)-2,2-disubstituted 2,3-dihydro-4(1H)-quinazolinones from 2-nitro- and 2-aminobenzamide
  作者：Richard A. Bunce、Baskar Nammalwar

  DOI：10.1002/jhet.672

  日期：2011.9

  An efficient synthesis of (±)‐2‐monosubstituted and (±)‐2,2‐disubstituted 2,3‐dihydro‐4(1H)‐quinazolinones has been developed using a dissolving metal reduction‐condensative cyclization strategy. Treatment of 2‐nitrobenzamide and an aldehyde or ketone with iron powder in refluxing acetic acid affords high yields of the title compounds. More complex ring systems are available by incorporating additional

  使用溶解性金属还原-缩合环化策略开发了一种有效合成（±）-2-单取代和（±）-2,2-二取代的2,3-二氢-4（1 H）-喹唑啉酮的方法。用铁粉在回流的乙酸中处理2-硝基苯甲酰胺和醛或酮，可高收率得到标题化合物。通过将额外的反应性官能团γ引入醛或酮底物的羰基中，可以获得更复杂的环系统。介绍了该过程的范围和局限性以及优化的程序细节。通过使2-氨基苯甲酰胺与乙醛和酮在回流的乙酸中反应也可以访问相同的目标分子。J.杂环化​​学。（2011）。
• 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.
• REDDY, P. S. N.; REDDY, P. PRATAP, INDIAN J. CHEM. B.,27, N2, 1988, 135-139
  作者：REDDY, P. S. N.、 REDDY, P. PRATAP

  DOI：——

  日期：——