2-(苯基氨基)-2-对甲苯基乙酸乙酯 | 83871-56-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-(苯基氨基)-2-对甲苯基乙酸乙酯
• 英文名称: DL-N-Phenyl-p-tolylglycinethylester
• 英文别名: ethyl 2-(phenylamino)-2-(p-tolyl)acetate；Ethyl 2-anilino-2-(4-methylphenyl)acetate
• CAS: 83871-56-1
• 化学式: C₁₇H₁₉NO₂
• 分子量: 269.343
• InChiKey: IBHIHXAOYHBHPB-UHFFFAOYSA-N

物化性质

• 沸点：
  389.8±27.0 °C(Predicted)
• 密度：
  1.124±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 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-(苯基氨基)-2-对甲苯基乙酸乙酯 在 异丙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 1-phenyl-2-(phenylamino)-2-p-tolylethanone
  参考文献：
  名称：

  A modular approach to the synthesis of 1,4,5-substituted-2-aminoimidazoles

  摘要：

  Diversified 1,4,5-substituted-2-aminoimidazoles were rapidly assembled via sequential N-H insertion and Grignard addition to alpha-diazoesters. Lead compounds were identified as antibiotics against Gram-positive bacteria with an MIC value as low as 2 mu g/mL. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.090
• 作为产物：
  描述：

  ethyl 2-diazo-2-(p-tolyl)acetate 、 苯胺 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 作用下， 以 二氯甲烷 为溶剂， 以89%的产率得到2-(苯基氨基)-2-对甲苯基乙酸乙酯
  参考文献：
  名称：

  A modular approach to the synthesis of 1,4,5-substituted-2-aminoimidazoles

  摘要：

  Diversified 1,4,5-substituted-2-aminoimidazoles were rapidly assembled via sequential N-H insertion and Grignard addition to alpha-diazoesters. Lead compounds were identified as antibiotics against Gram-positive bacteria with an MIC value as low as 2 mu g/mL. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.090

文献信息

• Metal-Free Insertion of Sulfoxonium Ylides into Arylamines in Water
  作者：Mei Guan、Yong Wu、Hua He、Kaichuan Yan、Jianglian Li、Ruizhi Lai、Yi Luo

  DOI：10.1055/s-0040-1707186

  日期：——

  bond formation in recent years. However, the existing methods suffer from unstable starting materials, expensive metal catalysts and organic solvents. Herein, insertion of sulfoxonium ylides into arylamines under metal-free conditions has been developed. The method employs water as solvent at mild temperature and is amenable to the late-stage modification of structurally complex bioactive compounds

  摘要 近年来，基于类胡萝卜素的N–H插入在C–N键形成方面经历了重大发展。但是，现有方法存在原料不稳定，昂贵的金属催化剂和有机溶剂的问题。在此，已经开发了在无金属条件下将亚砜基鎓盐插入芳基胺中。该方法在温和的温度下使用水作为溶剂，并且适合于结构复杂的生物活性化合物的后期改性。
• Hess, U.; Thiele, R., Journal fur praktische Chemie (Leipzig 1954), 1982, vol. 324, # 3, p. 385 - 399
  作者：Hess, U.、Thiele, R.

  DOI：——

  日期：——
• A modular approach to the synthesis of 1,4,5-substituted-2-aminoimidazoles
  作者：Zhaoming Su、Lingling Peng、Christian Melander

  DOI：10.1016/j.tetlet.2011.12.090

  日期：2012.3

  Diversified 1,4,5-substituted-2-aminoimidazoles were rapidly assembled via sequential N-H insertion and Grignard addition to alpha-diazoesters. Lead compounds were identified as antibiotics against Gram-positive bacteria with an MIC value as low as 2 mu g/mL. (C) 2011 Elsevier Ltd. All rights reserved.