2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-perimidine | 6723-15-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-perimidine
• 英文别名: 2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-perimidin；ZINC00028677
• CAS: 6723-15-5
• 化学式: C₂₀H₂₀N₂O₃
• mdl: MFCD00115393
• 分子量: 336.39
• InChiKey: PPQSKZVLJQHWIG-UHFFFAOYSA-N

物化性质

• 熔点：
  216-217 °C
• 沸点：
  553.9±50.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  51.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲醛 、 1,8-二氨基萘 反应 0.08h， 以89%的产率得到2-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-perimidine
  参考文献：
  名称：

  一种新颖的无催化剂机械化学方案，用于合成2,3-二氢-1H-嘧啶

  摘要：

  已经开发了一种快速，高效且绿色的研磨辅助方法，用于合成2,3-二氢-1 H-亚氨基吡啶。用研钵和研杵将1,8-二氨基萘和醛研磨5分钟，使产品收率适中至优异。该方法最大限度地减少了传统的后处理和柱色谱技术的使用。

  DOI：

  10.1002/jhet.3880

文献信息

• A novel catalyst-free, eco-friendly, on water protocol for the synthesis of 2,3-dihydro-1H-perimidines
  作者：Nissy Ann Harry、Reeba Mary Cherian、S. Radhika、Gopinathan Anilkumar

  DOI：10.1016/j.tetlet.2019.150946

  日期：2019.8

  The first greenest methodology for the synthesis of 2,3-dihydro-1H-perimidines on water is described. 1,8-Diamino naphthalene was reacted with different types of aldehydes at room temperature to furnish the product in moderate to excellent yields in 30 min. A multi-gram scale reaction is also performed to ensure the scalability of the reaction.

  描述了在水上合成2,3-二氢-1 H-亚氨基吡啶的第一种最绿色的方法。使1,8-二氨基萘与不同类型的醛在室温下反应，以在30分钟内以中等至极好的收率提供该产品。还进行了克级反应，以确保反应的可扩展性。
• A novel catalyst‐free mechanochemical protocol for the synthesis of 2,3‐dihydro‐1<i>H</i>‐perimidines
  作者：Nissy Ann Harry、Sankaran Radhika、Mohan Neetha、Gopinathan Anilkumar

  DOI：10.1002/jhet.3880

  日期：2020.4

  A rapid, efficient, and green grinding assisted method for the synthesis of 2,3‐dihydro‐1H‐perimidines has been developed. 1,8‐Diaminonaphthalene and aldehydes were ground using mortar and pestle for 5 minutes affording the product in moderate to excellent yields. The methodology minimises the use of conventional workup and column chromatographic techniques.

  已经开发了一种快速，高效且绿色的研磨辅助方法，用于合成2,3-二氢-1 H-亚氨基吡啶。用研钵和研杵将1,8-二氨基萘和醛研磨5分钟，使产品收率适中至优异。该方法最大限度地减少了传统的后处理和柱色谱技术的使用。
• Highly Efficient Visible Light Assisted Synthesis of Perimidines under Catalyst-free and Room Temperature Conditions
  作者：Shikha Agarwal、Isha Patel、Nusrat Sahiba、Jay Soni

  DOI：10.2174/1570178620666221223093203

  日期：2022.12.23

  Visible light has come to the fore in organic chemistry as a cheap and readily available energy source. Energy transfer reactions represent the future directions for the development of practical and scalable industrial reactions with several environmental benefits. A facile, economic, and visible light (CFL) induced synthesis of perimidines has been established through a cyclo-condensation reaction of 1,8-diaminonaphthalene and aryl aldehydes with excellent yields (87-100%)in a short span of time. The present method has several merits a highly efficient, greener, high atom economy, no need of external heating and other instrumental setups, no need for a catalyst, and no tedious purification process.

  摘要： 可见光作为一种廉价且随时可用的能源，已在有机化学中崭露头角。能量转移反应是未来开发实用的、可扩展的工业反应的方向，并具有多种环境效益。通过 1,8-二氨基萘和芳基醛的环缩合反应，建立了一种简便、经济和可见光（CFL）诱导的包脒合成方法，并在短时间内获得了极好的收率（87%-100%）。该方法具有多个优点：高效、绿色、原子经济性高、无需外部加热和其他仪器设置、无需催化剂、无需繁琐的纯化过程。