methyl N-[4-(dimethylamino)phenyl]carbamate | 78823-56-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl N-[4-(dimethylamino)phenyl]carbamate
• 英文别名: (4-dimethylamino-phenyl)-carbamic acid methyl ester；(4-Dimethylamino-phenyl)-carbamidsaeure-methylester；Carbamic acid, [4-(dimethylamino)phenyl]-, methyl ester
• CAS: 78823-56-0
• 化学式: C₁₀H₁₄N₂O₂
• 分子量: 194.233
• InChiKey: OHNLVDYHOQNVTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-硝基苯胺 在 Pd(1,10-phenanthroline)2(OTf)2 1,10-菲罗啉 作用下， 135.0~155.0 ℃ 、6.0 MPa 条件下， 反应 5.0h， 生成 methyl N-[4-(dimethylamino)phenyl]carbamate
  参考文献：
  名称：

  Wchman, Petra; Borst, Leo; Kamer, Paul C. J., Chemische Berichte, 1997, vol. 130, # 1, p. 13 - 21

  摘要：

  DOI：

文献信息

• An efficient modification of the Hofmann rearrangement: synthesis of methyl carbamates
  作者：Pranjal Gogoi、Dilip Konwar

  DOI：10.1016/j.tetlet.2006.11.134

  日期：2007.1

  A series of methyl carbamates was synthesized using NaOCl as an oxidant in the presence of KF/Al2O3/MeOH at reflux in excellent yields.

  在KF / Al 2 O 3 / MeOH的存在下，使用NaOCl作为氧化剂，以回流法合成了一系列氨基甲酸酯，收率很高。
• Trapping of carbamic acid species with (trimethylsilyl)diazomethane
  作者：Yoshikatsu Ito、Hiromi Ushitora

  DOI：10.1016/j.tet.2005.09.116

  日期：2006.1

  Methoxycarbonylation of a variety of amines into the corresponding methyl carbamates was accomplished by allowing them to react with (trimethylsilyl)diazomethane TMSCHN2 under bubbling of CO2. The reaction was performed at room temperature for a period of ca. 2h in benzene-MeOH (4/1 v/v), which was the solvent of choice. In this mixed solvent, undesirable bicarbonate is formed in equilibrium along with carbamate anion. Owing to the irreversibility in the esterification step by TMSCHN2, however, the yield of methyl carbamate can reach very high. (c) 2005 Elsevier Ltd. All rights reserved.
• Indium-catalyzed reaction for the synthesis of carbamates and carbonates: selective protection of amino groups
  作者：Joong-Gon Kim、Doo Ok Jang

  DOI：10.1016/j.tetlet.2009.03.143

  日期：2009.6

  We developed a simple, efficient, and selective method for preparing organic Carbamates and carbonates using a catalytic amount of indium. A wide range of carbamates and carbonates were synthesized in high yields. The method is also applicable to the selective protection of amino groups under mild conditions. (C) 2009 Elsevier Ltd. All rights reserved.
• Staudinger; Endle, Chemische Berichte, 1917, vol. 50, p. 1044
  作者：Staudinger、Endle

  DOI：——

  日期：——
• A Mild and Efficient Modified Hofmann Rearrangement
  作者：Xicai Huang、Mehran Seid、Jeffrey W. Keillor

  DOI：10.1021/jo9708553

  日期：1997.10.1