2-(4-chlorophenyl)-4-phenyl-1,2-dihydroquinazoline | 1522379-05-0

• 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-(4-chlorophenyl)-4-phenyl-1,2-dihydroquinazoline
• CAS: 1522379-05-0
• 化学式: C₂₀H₁₅ClN₂
• 分子量: 318.805
• InChiKey: AXNBNCVFYFKAJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  24.39
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(4-chlorophenyl)-4-phenyl-1,2-dihydroquinazoline 在 zinc ferrite 作用下， 生成 2-(4-chlorophenyl)-4-phenylquinazoline
  参考文献：
  名称：

  湿法铁酸锌催化空气气氛中简单高效的一锅法无溶剂合成喹唑啉衍生物

  摘要：

  摘要 以湿铁酸锌为催化剂，在无溶剂条件下，在露天气氛下，开发了一种简单、高效的一锅三组分合成喹唑啉衍生物的方法。该方法的主要优点是反应条件温和、产物收率高、反应时间短、后处理程序简单、回收催化剂可重复利用。

  DOI：

  10.1134/s1070428023070114
• 作为产物：
  描述：

  4-氯苯甲醛 、 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-(4-chlorophenyl)-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

• A DMAP-catalyzed mild and efficient synthesis of 1,2-dihydroquinazolines via a one-pot three-component protocol
  作者：Chamseddine Derabli、Raouf Boulcina、Gilbert Kirsch、Bertrand Carboni、Abdelmadjid Debache

  DOI：10.1016/j.tetlet.2013.10.157

  日期：2014.1

  An efficient and simple method for the synthesis of 1,2-dihydroquinazolines catalyzed by 4-(N,N-dimethylamino)pyridine (DMAP) from readily available aromatic or heteroaromatic aldehydes, 2-aminobenzophenone, and ammonium acetate under mild conditions is described. The scope and limitations of the method are discussed.

  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。
• 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：——
• A Simple and Efficient One-Pot Solvent-Free Synthesis of Quinazoline Derivatives Catalyzed by Wet Zinc Ferrite in Air Atmosphere
  作者：P. E. More、B. P. More、V. D. Dasewar、N. B. Masal、N. S. Shinde

  DOI：10.1134/s1070428023070114

  日期：2023.7

  Abstract A simple and efficient one-pot three component method for the synthesis of quinazoline derivatives was developed by using wet zinc ferrite as a catalyst under solvent-free conditions in an open air atmosphere. Moderate reaction conditions, excellent yields of products, short reaction times, simple workup procedure, and reuse of the recovered catalyst are the main advantages of this method

  摘要 以湿铁酸锌为催化剂，在无溶剂条件下，在露天气氛下，开发了一种简单、高效的一锅三组分合成喹唑啉衍生物的方法。该方法的主要优点是反应条件温和、产物收率高、反应时间短、后处理程序简单、回收催化剂可重复利用。