1-(dimorpholinomethyl)-4-methylbenzene | 34036-34-5

• 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: 1-(dimorpholinomethyl)-4-methylbenzene
• 英文别名: bis(morpholino)(4-methylphenyl)methane；p-methylphenyl-N,N-dimorpholinomethane；4,4'-(p-tolylmethylene)dimorpholine；dimorpholino-4methylphenylmethane；4,4'-p-tolylmethanediyl-bis-morpholine；4-[(4-methylphenyl)-morpholin-4-ylmethyl]morpholine
• CAS: 34036-34-5
• 化学式: C₁₆H₂₄N₂O₂
• 分子量: 276.379
• InChiKey: LOLCJHXCBHSUSA-UHFFFAOYSA-N

物化性质

• 熔点：
  89-92 °C
• 沸点：
  372.4±42.0 °C(Predicted)
• 密度：
  1.128±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  24.94
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(dimorpholinomethyl)-4-methylbenzene 以78%的产率得到
  参考文献：
  名称：

  LE FLOSH Y., BULL. SOC. CHIM. FRANCE, 1978, PART 2, NO 11-12, 595-601

  摘要：

  DOI：
• 作为产物：
  描述：

  吗啉 、 1-(溴(对甲苯基)甲基)吡啶-1-溴化物 以 氯仿 为溶剂， 反应 4.0h， 以57.5%的产率得到1-(dimorpholinomethyl)-4-methylbenzene
  参考文献：
  名称：

  N-(1-haloalkyl)pyridinium salts: preparation and use for new syntheses of other N-(1-substituted-alkyl)pyridinium salts, N,N'-(1-alkylidene)bisamines, and N,N'-(1-alkylidene)bisbenzazoles

  摘要：

  DOI：

  10.1021/jo00281a021

文献信息

• 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，
• 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 ...
• Silver-catalyzed nucleophilic substitution of aminals with ethyl diazoacetate: a new pathway to β-amino-α-diazoesters
  作者：Jiawen Li、Guiping Qin、Hanmin Huang

  DOI：10.1039/c6ob02136k

  日期：——

  A novel silver-catalyzed nucleophilic substitution of aminals with ethyl diazoacetate producing β-amino-α-diazoesters has been developed. A series of aminals with different amino moieties and substituents were successfully incorporated in this reaction, which delivered a wide range of β-amino-α-diazocarbonyl compounds in the presence of a lower catalyst loading in 2 hours.

  已经开发了用重氮乙酸乙酯产生β-氨基-α-重氮酸酯的新颖的银催化的氨基苯胺亲核取代。一系列具有不同氨基部分和取代基的缩醛被成功地加入到该反应中，在2小时内催化剂负载量较低的情况下，该缩醛化合物可提供多种β-氨基-α-重氮羰基化合物。
• An Improved Synthetic Method for Sensitive Iodine Containing Tricyclic Flavonoids
  作者：Mihail Lucian Birsa、Laura G. Sarbu

  DOI：10.3390/molecules27238430

  日期：——

  The synthesis of new iodine containing synthetic tricyclic flavonoids is reported. Due to the sensitivity of the precursors to the heat and acidic conditions required for the ring closure of the 1,3-dithiolium core, a new cyclization method has been developed. It consists in the treatment of the corresponding iodine-substituted 3-dithiocarbamic flavonoids with a 1:1 (v/v) mixture of glacial acetic

  报道了新型含碘合成三环类黄酮的合成。由于前体对 1,3-二硫鎓核闭环所需的热和酸性条件的敏感性，开发了一种新的环化方法。它包括在 40 °C 下用 1:1 (v/v) 的冰醋酸-浓硫酸混合物处理相应的碘取代的 3-二硫代氨基甲酸类黄酮。碘取代的 3-二硫代氨基甲酸类黄酮的合成也根据反应条件进行了调整。