2-(4-ethoxyphenylamino)-1-phenylethanone | 905234-03-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-ethoxyphenylamino)-1-phenylethanone
• 英文别名: 2-p-phenetidino-1-phenyl-ethanone；ω-p-Phenetidino-acetophenon；Phenacyl-p-phenetidin；2-p-Phenetidino-1-phenyl-aethanon；2-(4-Ethoxyanilino)-1-phenylethanone
• CAS: 905234-03-9
• 化学式: C₁₆H₁₇NO₂
• 分子量: 255.316
• InChiKey: VBTXHQWPCXNBFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-ethoxyphenylamino)-1-phenylethanone 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  New Efficient Synthesis of 1,4-Benzodiazepin-5-ones by Catalytic Aza-Wittig Reaction

  摘要：

  1,4-Benzodiazepin-5-ones were synthesized in 71-89% yields from 2-isocyanato-N-(2-oxoalkyl)benzamides via a new catalytic intramolecular aza-Wittig reaction. Starting from easily accessible phthalic anhydride and alpha-arylamino ketones, the corresponding 2-{[(2-oxoalkyl) amino] carbonyl} benzoic acids underwent sequential formation of the acid azide and Curtis rearrangement to give 2-isocyanato-N-(2-oxoalkyl) benzamides that were reacted directly to give the final 2,4-diaryl-3,4-dihydro-5H-1,4-benzodiazepin-5-ones and 4-aryl-2-tert-butyl- 3,4-dihydro-5H-1,4-benzodiazepin-5-ones.

  DOI：

  10.1055/s-0034-1378874
• 作为产物：
  描述：

  2-溴苯乙酮 、 对乙氧基苯胺 在 碳酸氢钠 作用下， 以 甲醇 为溶剂， 生成 2-(4-ethoxyphenylamino)-1-phenylethanone
  参考文献：
  名称：

  New Efficient Synthesis of 1,4-Benzodiazepin-5-ones by Catalytic Aza-Wittig Reaction

  摘要：

  1,4-Benzodiazepin-5-ones were synthesized in 71-89% yields from 2-isocyanato-N-(2-oxoalkyl)benzamides via a new catalytic intramolecular aza-Wittig reaction. Starting from easily accessible phthalic anhydride and alpha-arylamino ketones, the corresponding 2-{[(2-oxoalkyl) amino] carbonyl} benzoic acids underwent sequential formation of the acid azide and Curtis rearrangement to give 2-isocyanato-N-(2-oxoalkyl) benzamides that were reacted directly to give the final 2,4-diaryl-3,4-dihydro-5H-1,4-benzodiazepin-5-ones and 4-aryl-2-tert-butyl- 3,4-dihydro-5H-1,4-benzodiazepin-5-ones.

  DOI：

  10.1055/s-0034-1378874

文献信息

• Design and optimization of imidazole derivatives as potent CXCR3 antagonists
  作者：Xiaohui Du、Xiaoqi Chen、Jeffrey T. Mihalic、Jeffrey Deignan、Jason Duquette、An-Rong Li、Bryan Lemon、Ji Ma、Shichang Miao、Karen Ebsworth、Timothy J. Sullivan、George Tonn、Tassie L. Collins、Julio C. Medina

  DOI：10.1016/j.bmcl.2007.11.072

  日期：2008.1

  A series of imidazole derivatives have been designed and optimized for CXCR3 antagonism, pharmacokinetic properties, and reduced formation of glutathione conjugates. Our efforts led to the discovery of potent CXCR3 antagonists with good pharmacokinetic properties. These compounds are useful tools for in vivo studies of CXCR3 function. (c) 2007 Elsevier Ltd. All rights reserved.
• Kunckell, Chemische Berichte, 1897, vol. 30, p. 576
  作者：Kunckell

  DOI：——

  日期：——
• New Efficient Synthesis of 1,4-Benzodiazepin-5-ones by Catalytic Aza-Wittig Reaction
  作者：Ming-Wu Ding、Long Wang、Ru-Qing Qin、Hong-Ye Yan

  DOI：10.1055/s-0034-1378874

  日期：——

  1,4-Benzodiazepin-5-ones were synthesized in 71-89% yields from 2-isocyanato-N-(2-oxoalkyl)benzamides via a new catalytic intramolecular aza-Wittig reaction. Starting from easily accessible phthalic anhydride and alpha-arylamino ketones, the corresponding 2-[(2-oxoalkyl) amino] carbonyl} benzoic acids underwent sequential formation of the acid azide and Curtis rearrangement to give 2-isocyanato-N-(2-oxoalkyl) benzamides that were reacted directly to give the final 2,4-diaryl-3,4-dihydro-5H-1,4-benzodiazepin-5-ones and 4-aryl-2-tert-butyl- 3,4-dihydro-5H-1,4-benzodiazepin-5-ones.