6-chloro-2-(2,4-dichlorophenyl)-4-phenylquinazoline | 1257084-13-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-chloro-2-(2,4-dichlorophenyl)-4-phenylquinazoline
• CAS: 1257084-13-1
• 化学式: C₂₀H₁₁Cl₃N₂
• 分子量: 385.68
• InChiKey: VCBJIAZXWIIFHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,4-二氯苯甲醛 、 2-氨基-5-氯二苯甲酮 在 N,N,N’,N’-tetrabromobenzene-1,3-disulfonamide 、 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以75%的产率得到6-chloro-2-(2,4-dichlorophenyl)-4-phenylquinazoline
  参考文献：
  名称：

  N-溴磺酰胺催化高效一锅合成喹唑啉和苯并吡喃并[2,3-d]嘧啶衍生物

  摘要：

  N，N，N'，N'-四溴苯-1,3-二磺酰胺和聚（N，N'-二溴N-乙基-苯-1,3-二磺酰胺）被用作高效催化剂，用于一锅合成来自各种醛的新喹唑啉衍生物，2-氨基二苯甲酮和乙酸铵，收率高至优异；来自水杨醛，各种环胺和丙二腈的新型苯并吡喃并[2,3- d ]嘧啶衍生物，收率高至高。

  DOI：

  10.1002/jhet.2570

文献信息

• Efficient synthesis of quinazoline derivatives catalyzed by flourinated alcohol
  作者：Behrooz Maleki、Akram Vedad Mofrad

  DOI：10.1007/s11164-016-2813-3

  日期：2017.5

  A facile and efficient protocol is reported for the synthesis of quinazoline derivatives via a one-pot multicomponent reaction of 2-amino-5-chlorobenzophenone, aromatic aldehydes and ammonium acetate using 1,1,1,3,3,3-hexafluoroisopropanol (HFIP). The use of HFIP both as the solvent and catalyst has significant advantages, including avoiding the use of an acidic catalyst and ease of product isolation

  据报道，一种简单有效的方案是使用1,1,1,1,3,3,3-六氟异丙醇（HFIP）通过2-氨基-5-氯二苯甲酮，芳族醛和乙酸铵的一锅多组分反应合成喹唑啉衍生物）。将HFIP既用作溶剂又用作催化剂具有明显的优势，包括避免使用酸性催化剂和易于产物分离。
• Efficient One-Pot Synthesis of Quinazoline and Benzopyrano[2,3-<i>d</i>]pyrimidine Derivatives Catalyzed by<i>N</i>-Bromosulfonamides
  作者：Ramin Ghorbani-Vaghei、Mina Shirzadi-Ahodashti、Fattemeh Eslami、Seyedeh Mina Malaekehpoor、Zahra Salimi、Zahra Toghraei-Semiromi、Samira Noori

  DOI：10.1002/jhet.2570

  日期：2017.1

  N'‐tetrabromobenzene‐1,3‐disulfonamide and poly(N,N’‐dibromo‐N‐ethyl‐benzene‐1,3‐disulfonamide) were used as efficient catalysts for one‐pot synthesis of new quinazoline derivatives from various aldehydes, 2‐amino‐benzophenone, and ammonium acetate in good to excellent yields and new benzopyrano[2,3‐d]pyrimidine derivatives from salicylic aldehydes, various cyclic amines, and malononitrile in good to high yields.

  N，N，N'，N'-四溴苯-1,3-二磺酰胺和聚（N，N'-二溴N-乙基-苯-1,3-二磺酰胺）被用作高效催化剂，用于一锅合成来自各种醛的新喹唑啉衍生物，2-氨基二苯甲酮和乙酸铵，收率高至优异；来自水杨醛，各种环胺和丙二腈的新型苯并吡喃并[2,3- d ]嘧啶衍生物，收率高至高。
• Ecofriendly and Efficient One-Pot Procedure for the Synthesis of Quinazoline Derivatives Catalyzed by an Acidic Ionic Liquid Under Aerobic Oxidation Conditions
  作者：Minoo Dabiri、Peyman Salehi、Mahboobeh Bahramnejad

  DOI：10.1080/00397910903395250

  日期：2010.9.30

  three-component condensation reaction between 2-aminobenzophenone derivatives, formaldehyde or aromatic aldehydes, and ammonium acetate efficiently provides substituted quinazolines in a one-pot reaction in the presence of Brönsted acidic ionic liquid, 1-methylimidazolium triflouroacetate ([Hmim]TFA), in conjunction with aerobic oxidation. The ionic liquid was separated from the reaction mixture by simple

  在 Brönsted 酸性离子液体、1-甲基咪唑鎓三氟乙酸盐 ([Hmim]TFA) 存在下，2-氨基二苯甲酮衍生物、甲醛或芳香醛和乙酸铵之间的三组分缩合反应在一锅反应中有效地提供取代的喹唑啉，与有氧氧化相结合。通过简单的萃取将离子液体从反应混合物中分离出来，并且在活性没有显着损失的情况下再循环3次。
• Catalyst-free synthesis of quinazoline derivatives using low melting sugar–urea–salt mixture as a solvent
  作者：Zhan-Hui Zhang、Xiao-Nan Zhang、Li-Ping Mo、Yong-Xiao Li、Fei-Ping Ma

  DOI：10.1039/c2gc35258c

  日期：——

  of maltose–dimethylurea (DMU)–NH4Cl was found to be an inexpensive, non-toxic, easily biodegradable and effective reaction medium in the catalyst-free synthesis of quinazoline derivatives. This simple and efficient method furnished the corresponding quinazolines in high yields via one-pot three-component reaction of 2-aminoaryl ketones, aldehyde, and ammonium acetate under aerobic oxidation conditions

  在不含催化剂的喹唑啉衍生物合成中，麦芽糖-二甲基脲（DMU）-NH 4 Cl的低熔点混合物是一种廉价，无毒，易于生物降解和有效的反应介质。这种简单有效的方法是通过2-氨基芳基酮，醛和乙酸铵在需氧氧化条件下的一锅式三组分反应，以高收率提供了相应的喹唑啉。
• A new and facile CuCl2·2H2O-catalyzed one-pot three-component synthesis for quinazolines
  作者：Syed Muhammad Saad、Khalid Mohammed Khan、Shahnaz Perveen、Wolfgang Voelter、Muhammad Taha

  DOI：10.1007/s00706-015-1460-5

  日期：2015.11

  A new and facile CuCl2 center dot 2H(2)O-catalyzed one-pot three-component synthesis for quinazolines has been developed. A mixture of readily available 2-amino-5-chlorobenzophenones, substituted benzaldehydes, ammonium acetate, and CuCl2 center dot 2H(2)O in ethanol was refluxed altogether to afford the desired products in quantitative yields without any purification requirements. Structures of the products were confirmed by H-1 NMR and EI-MS. A plausible reaction mechanism is also discussed.[GRAPHICS].