methyl 3-(4-methoxyphenylcarbamothioylthio)propanoate | 1119010-68-2

• 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 3-(4-methoxyphenylcarbamothioylthio)propanoate
• 英文别名: Methyl 3-[(4-methoxyphenyl)carbamothioylsulfanyl]propanoate
• CAS: 1119010-68-2
• 化学式: C₁₂H₁₅NO₃S₂
• 分子量: 285.388
• InChiKey: VVQIMPREUUAMEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3-(4-methoxyphenylcarbamothioylthio)propanoate 、 邻氨基苯甲酸 在 三乙胺 作用下， 以 乙醇 为溶剂， 生成 2-疏基-3-(4-甲氧基苯基)喹唑啉-4(3h)-酮
  参考文献：
  名称：

  通过二硫代氨基甲酸酯-邻氨基苯甲酸反应制备2-thioxo-2,3-dihydroquinazolin-4（1H）-one的实用方法

  摘要：

  已经开发了一种实用而直接的方案，用于从二硫代氨基甲酸酯化学中制备2-硫代-2-3，3-二氢喹唑啉-4（1H）-一衍生物。该方法包括使用乙醇作为溶剂，使邻氨基苯甲酸衍生物（2-氨基苯甲酸，2-氨基苯甲酰胺和异丙酸酐）与各种二硫代氨基甲酸酯衍生物反应。该方案的主要优点包括实用的简便性，良好的高收率，以及易于产品分离，纯化和溶剂便宜。

  DOI：

  10.1016/j.cclet.2016.06.012
• 作为产物：
  描述：

  二硫化碳 、 甲氧苯胺 、 丙烯酸甲酯（MA） 在 Cu-MCM-48 作用下， 以 乙醇 为溶剂， 反应 0.67h， 以94%的产率得到methyl 3-(4-methoxyphenylcarbamothioylthio)propanoate
  参考文献：
  名称：

  Expeditious one-pot three component synthesis of N-aryl dithiocarbamate derivatives using mesoporous Cu-materials

  摘要：

  In this study, a facile one-pot three component protocol has been demonstrated for the preparation of synthetically challenging N-aryl dithiocarbamate derivatives using mesoporous Cu-materials as catalyst at room temperature. The mesoporous Cu-catalysts namely Cu-MCM-41, Cu-MCM-48, and Cu-SBA-15 were prepared by impregnation of Cu-salts on the synthesized mesoporous materials and were characterized by powder X-ray diffraction, N-2 adsorption-desorption, and transmission electron microscopic studies. Significant improvement of yields was obtained using mesoporous Cu-catalysts under milder reaction conditions compared to the earlier reported catalysts. All the three mesoporous Cu-catalysts showed comparative reactivity however a little higher yield was obtained using Cu-MCM-48. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.01.158

文献信息

• An efficient synthesis of aryldithiocarbamic acid esters from Michael addition of electron-deficient alkenes with arylamines and CS2 in solid media alkaline Al2O3
  作者：Shuai Xia、Xin Wang、Ze-mei Ge、Tie-ming Cheng、Run-tao Li

  DOI：10.1016/j.tet.2008.11.084

  日期：2009.1

  An efficient synthesis of dithiocarbamic acid esters from Michael addition of electron-deficient alkenes with arylamines and CS2 in solid media alkaline Al2O3 was presented. This method was suitable for a wide range of amines and a variety of Michael receptors. Specially, a series of aryldithiocarbamic acid esters was obtained from arylamines through this method. The protocol offers clean reactions and high yields with simple experimental procedures. Besides, the alkaline Al2O3 could be reused. (C) 2008 Elsevier Ltd. All rights reserved.
• OH⁻/Silica-Mediated One-Pot Synthesis of Dithiocarbamates Under Solvent-Free Conditions
  作者：Ghasem Rezanejade Bardajee、Hamid Samareh Afsari、Seyediraj Sadraei、Seyedehmaryamdokht Taimoory

  DOI：10.1080/10426507.2011.582593

  日期：2012.7

  An efficient, versatile, and environmentally benign method for the synthesis of dithiocarbamates under solvent-free conditions is reported. The Michael addition of electron-deficient alkenes with alkyl or aryl amines and CS2 in the presence of OH-/silica in a one-pot three-component reaction protocol gave the corresponding dithiocarbamates in good to excellent yields. This method is suitable for a wide range of amines and a variety of Michael acceptors in solvent-free conditions. The results of the present work show the desired products in excellent yields.
• Expeditious one-pot three component synthesis of N-aryl dithiocarbamate derivatives using mesoporous Cu-materials
  作者：Soumen Payra、Arijit Saha、Rui Peng、Chia-Ming Wu、Ranjit T. Koodali、Subhash Banerjee

  DOI：10.1016/j.tetlet.2015.01.158

  日期：2015.3

  In this study, a facile one-pot three component protocol has been demonstrated for the preparation of synthetically challenging N-aryl dithiocarbamate derivatives using mesoporous Cu-materials as catalyst at room temperature. The mesoporous Cu-catalysts namely Cu-MCM-41, Cu-MCM-48, and Cu-SBA-15 were prepared by impregnation of Cu-salts on the synthesized mesoporous materials and were characterized by powder X-ray diffraction, N-2 adsorption-desorption, and transmission electron microscopic studies. Significant improvement of yields was obtained using mesoporous Cu-catalysts under milder reaction conditions compared to the earlier reported catalysts. All the three mesoporous Cu-catalysts showed comparative reactivity however a little higher yield was obtained using Cu-MCM-48. (C) 2015 Elsevier Ltd. All rights reserved.
• Practical approach to 2-thioxo-2,3-dihydroquinazolin-4(1 H )-one via dithiocarbamate–anthranilic acid reaction
  作者：Najmedin Azizi、Mahtab Edrisi

  DOI：10.1016/j.cclet.2016.06.012

  日期：2017.1

  )-one derivatives from dithiocarbamate chemistry. The method involves the reaction of anthranilic acid derivatives (2-aminobenzoic acid, 2-aminobenzamide and isatoic anhydride) with various dithiocarbamate derivatives using ethanol as solvent. The main advantages of this protocol include practical simplicity, good to high yields, and ease of product isolation, purification and cheapness of the solvent

  已经开发了一种实用而直接的方案，用于从二硫代氨基甲酸酯化学中制备2-硫代-2-3，3-二氢喹唑啉-4（1H）-一衍生物。该方法包括使用乙醇作为溶剂，使邻氨基苯甲酸衍生物（2-氨基苯甲酸，2-氨基苯甲酰胺和异丙酸酐）与各种二硫代氨基甲酸酯衍生物反应。该方案的主要优点包括实用的简便性，良好的高收率，以及易于产品分离，纯化和溶剂便宜。