2-(4-氯苯胺基)-1-(4-氯苯基)乙酮 | 35755-44-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(4-氯苯胺基)-1-(4-氯苯基)乙酮
• 英文名称: 1-(4-chlorophenyl)-2-(4-chlorophenylamino)ethanone
• 英文别名: 1-(4-chlorophenyl)-2-[(4-chlorophenyl)amino]ethan-1-one；4-Chlor-ω-(4-Chloranilino)acetophenon；2-(4-Chloroanilino)-1-(4-chlorophenyl)ethanone
• CAS: 35755-44-3
• 化学式: C₁₄H₁₁Cl₂NO
• 分子量: 280.153
• InChiKey: VNJNLTHJQREXBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-氯苯胺基)-1-(4-氯苯基)乙酮 在 高氯酸 、 ammonium acetate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 4.0h， 生成 1,4-bis(4-chlorophenyl)-2-(dimethylamino)-1H-imidazole
  参考文献：
  名称：

  A Simple Route to NewN(3)-Substituted 5-Aryl-2-(dialkylamino)-1,3-oxazolium Salts andN(1)-Substituted 4-Aryl-2-(dialkylamino)-1H-imidazoles

  摘要：

  In the reaction of N,N-dialkyl-dichloromethaniminium chlorides 11 with 2-aminoacetophenones 12, a general and simple route to heretofore unknown 5-aryl-substituted 2-(dialkylamino)-1,3-oxazolium salts 13 and 5-aryl-substituted 2-(dialkylamino)oxazoles 14 was found. From the 2-(dialkylamino)-1,3-oxazoles 14, the corresponding oxazolium salts 13 were obtained after alkylation with (MeO)(2)SO2. The new oxazolium salts 13 were converted to 1-substituted 4-aryl-2-(dialkylamino)-1H-imidazoles 9 by treatment with NH4OAc. The possible use of these 1H-imidazoles as dye educts was explored. Analytical data, as well as AMI calculations, reveal some remarkable differences between the structures of the neutral imidazoles 9 and their positively charged oxazolium precursors 13.

  DOI：

  10.1002/(sici)1522-2675(19991110)82:11<1981::aid-hlca1981>3.0.co;2-t
• 作为产物：
  描述：

  对氯苯乙酮 生成 2-(4-氯苯胺基)-1-(4-氯苯基)乙酮
  参考文献：
  名称：

  Prakash Om, Ranjana, Saini Neena, Goyal Seema, Tomar Rajesh K., Singh Shi+, Indian J. Chem. B, 33 (1994) N 2, S 116-119

  摘要：

  DOI：

文献信息

• Synthesis, Characterization, and Antibacterial Activity of Some Novel Substituted Imidazole Derivatives via One-pot Three-Component
  作者：Raj Kumar Ramagiri、Murali Krishna Thupurani、Rajeswar Rao Vedula

  DOI：10.1002/jhet.2261

  日期：2015.11

  A simple and highly efficient one‐pot, three‐component synthesis of novel substituted imidazole derivatives has been reported by the reaction of 3‐(2‐bromoacetyl)‐2H‐chromen‐2‐one, ammonium thiocyanate, and phenacyl aniline in the presence of acetic acid as a solvent under reflux condition with good yields. The structures of newly synthesized compounds were characterized by their analytical and spectral

  据报道，3-（2-溴乙酰基）-2- H-铬原子-2-酮，硫氰酸铵和苯甲酰苯胺的反应可以简单高效地合成新型取代的咪唑衍生物。在回流条件下存在乙酸作为溶剂，收率良好。通过分析和光谱数据表征了新合成化合物的结构。这些化合物4a中的一种对大肠杆菌革兰氏阴性菌株显示出良好的抗菌活性。
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSES CHIMIQUES
  申请人：ASTRAZENECA AB

  公开号：WO2004011410A1

  公开（公告）日：2004-02-05

  Compounds of formula (I):wherein variable groups are as defined within; for use in the inhibition of 11βHSD1 are described.

  式(I)的化合物：其中变量基团如定义内；用于抑制11βHSD1。
• A one-pot and three-component synthetic approach for the preparation of asymmetric and multi-substituted 1,4-dihydropyrazines
  作者：Fariba Peytam、Mehdi Adib、Reihaneh Shourgeshty、Mahmoud Rahmanian-Jazi、Mehdi Jahani、Bagher Larijani、Mohammad Mahdavi

  DOI：10.1016/j.tetlet.2019.151257

  日期：2019.11

  An efficient, one-pot and three-component synthesis of a new series of 2-acyl-3,4,6-triaryl-1,4-dihydropyrazines is described. This two-step strategy involves treatment of phenacyl bromides and anilines to give the nucleophilic substitution intermediate followed by Michael-addition-cyclization to α-azidochalcones to afford the title compounds in high yields.

  描述了一种新的2-酰基-3,4,6-三芳基-1,4-二氢吡嗪系列的有效的一锅三组分合成方法。该两步策略涉及处理苯甲酰溴和苯胺，以得到亲核取代中间体，然后将迈克尔加成环化成α-叠氮基对二甲苯，以高收率得到标题化合物。
• One‐Pot Synthesis of Highly Substituted Quinolines in Aqueous Medium and Its Application for the Synthesis of Azalignans
  作者：Amrendra Kumar、Ramanand Prajapati、Ruchir Kant、Tadigoppula Narender

  DOI：10.1002/ejoc.202000906

  日期：2020.9.14

  A one‐pot synthesis of highly substituted quinolines is reported. The sequence starts with the C(sp3)‐H functionalization of α‐amino ketone derivatives, glycine esters, or glycine amide in the presence of iodine. Subsequently, a nucleophilic substitution with alkynes or alkynyl esters takes place. An aerobic oxidative aromatization in water with sodium dodecyl sulfate (SDS) as surfactant gives the

  据报道一锅法合成高度取代的喹啉。该序列始于在碘存在下α-氨基酮衍生物，甘氨酸酯或甘氨酸酰胺的C（sp 3）-H官能化。随后，用炔烃或炔基酯进行亲核取代。以十二烷基硫酸钠（SDS）为表面活性剂在水中进行好氧氧化芳构化，喹啉的收率中等至良好。
• Synthesis of α-Methylene-β-Lactams via PPh₃-Catalyzed Umpolung Cyclization of Propiolamides
  作者：Lin Zhu、Yan Xiong、Chaozhong Li

  DOI：10.1021/jo502265a

  日期：2015.1.2

  We report herein a facile synthesis of α-methylene-β-lactams. Thus, under the catalysis of triphenylphosphine, a number of 2-propiolamidoacetates or α-propiolamido ketones in refluxing ethanol underwent umpolung cyclization to afford the corresponding 4-substituted 3-methyleneazetidin-2-ones in high yields.

  我们在这里报道了α-亚甲基-β-内酰胺的简便合成。因此，在三苯膦的催化下，回流的乙醇中的许多2-丙酰胺基乙酸酯或α-丙酰胺基酮经历了环酚环化反应，从而以高收率得到了相应的4-取代的3-亚甲基氮杂环丁烷-2-酮。