4-cyano-1-(dimorpholinomethyl)benzene | 152401-79-1

• 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: 4-cyano-1-(dimorpholinomethyl)benzene
• 英文别名: 4-(dimorpholinomethyl)benzonitrile；dimorpholino-4-cyanophenylmethane；4-(Dimorpholin-4-ylmethyl)benzonitrile
• CAS: 152401-79-1
• 化学式: C₁₆H₂₁N₃O₂
• 分子量: 287.362
• InChiKey: PAVKSJPHKHPMAJ-UHFFFAOYSA-N

物化性质

• 熔点：
  173-175 °C
• 沸点：
  419.7±45.0 °C(predicted)
• 密度：
  1.21±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  48.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酰胺 、 4-cyano-1-(dimorpholinomethyl)benzene 反应 0.12h， 以71%的产率得到N-[(4-cyanophenyl)-morpholin-4-ylmethyl]acetamide
  参考文献：
  名称：

  Solvent-free synthesis of monoacylaminals from the reaction of amides and aminals as precursors in carbinolamide synthesis

  摘要：

  A solvent-free method of generating monoacylaminals by heating the amide and aminal starting materials in the presence of one another has been developed. Yields were generally between 45% and 65% with the monoacylaminal being isolated, needing no further purification after drying under high vacuum. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.043
• 作为产物：
  描述：

  吗啉 、 4-氰基苯甲醛 以 苯 为溶剂， 反应 2.0h， 以92%的产率得到4-cyano-1-(dimorpholinomethyl)benzene
  参考文献：
  名称：

  Novel Synthesis of α-Acetylstyrylphosphonates

  摘要：

  α-Acetylstyryl磷酸酯可以通过2-氧代丙基磷酸酯和取代的（二吗啉甲基）苯（氨基缩醛）方便地合成。在α-卤代酸的作用下，从氨基缩醛生成的4-苄叉吗啉鎓羧酸酯与磷酸酯反应，通过消除胺得到产物。产率受取代基的性质及其在苯环中的位置影响，并且可以通过调整反应酸的酸度来提高。使用单氯乙酸，通常可以以优异的产率获得在苯环的2-、3-或4-位置上含有各种取代基的α-Acetylstyryl磷酸酯。

  DOI：

  10.1055/s-1993-25926

文献信息

• Novel Synthesis of α-Acetylstyrylphosphonates
  作者：Ryozo Sakoda、Hiroo Matsumoto、Kiyotomo Seto

  DOI：10.1055/s-1993-25926

  日期：——

  α-Acetylstyrylphosphonates were conveniently synthesized from 2-oxopropylphosphonates and substituted (dimorpholinomethyl)-benzenes (aminals). 4-Benzylidenemorpholinium carboxylates, generated from aminals by the action of α-halo acids, reacted with the phosphonates to give the products by elimination of the amine. The yields were influenced by the nature of substituents and their position in the phenyl ring and could be improved by adjustment of the acidities of the reacted acids. α-Acetylstyrylphosphonates containing various substituents on every position (at the 2-, 3-, or 4-position) in the phenyl ring were obtained generally in excellent yields using monochloroacetic acid.

  α-Acetylstyryl磷酸酯可以通过2-氧代丙基磷酸酯和取代的（二吗啉甲基）苯（氨基缩醛）方便地合成。在α-卤代酸的作用下，从氨基缩醛生成的4-苄叉吗啉鎓羧酸酯与磷酸酯反应，通过消除胺得到产物。产率受取代基的性质及其在苯环中的位置影响，并且可以通过调整反应酸的酸度来提高。使用单氯乙酸，通常可以以优异的产率获得在苯环的2-、3-或4-位置上含有各种取代基的α-Acetylstyryl磷酸酯。
• Synthesis of 3-(aminomethyl)pyridine by traceless C3-selective umpolung of 1-amidopyridin-1-ium salts
  作者：Pingsheng Tang、Dehai Xiao、Bo Wang

  DOI：10.1039/c6cc09582h

  日期：——

  A natural product inspired rapid access of 3-(aminomethyl)pyridine by one-pot reaction of 1-amidopyridin-1-ium salt with aminal followed by reductive cleavage of the N-N bond is developed. This C3-selective formal C-H...

  开发了一种天然产物，它通过1-酰氨基吡啶-1-鎓盐与缩醛的一锅反应，然后还原性裂解NN键，激发了3-（氨基甲基）吡啶的快速反应。此C3选择性正式CH ...
• JPH09227490A
  申请人：——

  公开号：JPH09227490A

  公开（公告）日：1997-09-02
• Rediscovering aminal chemistry: copper(<scp>ii</scp>) catalysed formation under mild conditions
  作者：Juliana G. Pereira、João P. M. António、Ricardo Mendonça、Rafael F. A. Gomes、Carlos A. M. Afonso

  DOI：10.1039/d0gc01977a

  日期：——

  aldehyde lithiation. Nevertheless, the existing methodologies for their formation typically employ harsh conditions limiting their usefulness. In this work, we present an efficient and mild methodology for the preparation of aminals from aromatic aldehydes, including furanic platforms. These mild conditions allowed ease of access to a plethora of aminals and as such we set out to explore previously unaccessible

  缩醛胺中，Ñ，Ñ缩醛的类似物，已经在有机化学中进行了深入研究，特别关注杂芳醛的锂化。然而，现有的形成它们的方法通常采用苛刻的条件来限制其实用性。在这项工作中，我们提出了一种有效且温和的方法，用于从芳香醛（包括呋喃平台）制备缩醛胺。这些温和的条件使得可以轻松获得大量的动物，因此我们着手探索以前无法获得的潜在应用。通过研究各种缩醛胺的稳定性，我们能够开发出一种基于商业二胺的简单醛保护基，该保护基在精神条件下被脱保护。我们利用我们的方法和二胺树脂开发了一种清除遗传毒性醛的方案，
• Solvent-free synthesis of monoacylaminals from the reaction of amides and aminals as precursors in carbinolamide synthesis
  作者：Matthew F. Sansone、Takaoki Koyanagi、David E. Przybyla、Richard W. Nagorski

  DOI：10.1016/j.tetlet.2010.09.043

  日期：2010.11

  A solvent-free method of generating monoacylaminals by heating the amide and aminal starting materials in the presence of one another has been developed. Yields were generally between 45% and 65% with the monoacylaminal being isolated, needing no further purification after drying under high vacuum. (C) 2010 Elsevier Ltd. All rights reserved.