2-(3-nitrophenyl)-4-phenyl-1,2-dihydroquinazoline | 1522379-09-4

• 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-nitrophenyl)-4-phenyl-1,2-dihydroquinazoline
• 英文别名: 2-(3-Nitrophenyl)-4-phenyl-1,2-dihydroquinazoline
• CAS: 1522379-09-4
• 化学式: C₂₀H₁₅N₃O₂
• 分子量: 329.358
• InChiKey: MGMSVFBCOKTPCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.56
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  67.53
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  间硝基苯甲醛 、 2-氨基二苯甲酮 在 4-二甲氨基吡啶 、 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以87%的产率得到2-(3-nitrophenyl)-4-phenyl-1,2-dihydroquinazoline
  参考文献：
  名称：

  DMAP催化的一锅三组分方案温和有效地合成1,2-二氢喹唑啉

  摘要：

  描述了一种有效且简单的方法，可在温和的条件下由易于获得的芳族或杂芳族醛，2-氨基二苯甲酮和乙酸铵催化4-（N，N-二甲基氨基）吡啶（DMAP）合成1,2-二氢喹唑啉。讨论了该方法的范围和局限性。

  DOI：

  10.1016/j.tetlet.2013.10.157

文献信息

• Catalyst-free, one pot and three-component synthesis of 4′-phenyl-1′H-spiro[indoline-3,2′-quinazolin]-2-ones and 2,4-diphenyl-1,2-dihydroquinazolines
  作者：Ahmed Kamal、Korrapati Suresh Babu、Cheemalamarri Chandrasekhar、Burri Nagaraju、K.N. Visweswara Sastry、C. Ganesh Kumar

  DOI：10.1016/j.tetlet.2015.09.125

  日期：2015.11

  A simple, green, efficient and three-component procedure has been developed for the synthesis of 4'-pheny1'H-spiro[indoline-3,2'-quinazolin]-2-ones (4a-m and 6a-g) and 2,4-diphenyl-1,2-dihydroquinazolines (8a-I) by the reaction of 2-aminobenzophenones, isatins or aromatic benzaldehydes and ammonium acetate in excellent yields under catalyst-free conditions using ethanol as a solvent. This method provides several advantages such as operational simplicity, higher yields, shorter reaction time and catalyst-free conditions with ethanol as a solvent makes the method eco-friendly as well as economical. All the 4'pheny1'H-spiro[indoline-3,2'-quinazolin]-2-ones were tested for antimicrobial activity against both Gram-positive and Gram-negative bacterial strains including a fungal strain Candida albicans MTCC 3017. Among these, the compounds 4f, 6a, 6c and 6g showed appreciable antibacterial activity with MIC values 7.8 mu g/ml selectively against Gram-positive bacteria, Micrococcus luteus MTCC 2470. On the other hand, compounds 4j, 4m, 6c and 6g showed good activity with MIC values ranging between 3.9 and 7.8 mu g/ml against Gram-negative bacteria, Klebsiella planticota MTCC 530. (C) 2015 Elsevier Ltd. All rights reserved.
• Putta, Chandra Shekar; Lonka, Madhava Reddy; Ch, Krishna Reddy, Indian Journal of Heterocyclic Chemistry, 2017, vol. 27, # 1, p. 71 - 75
  作者：Putta, Chandra Shekar、Lonka, Madhava Reddy、Ch, Krishna Reddy

  DOI：——

  日期：——