N-[[diethoxy(oxido)phosphaniumyl]-phenylmethyl]pyridin-3-amine | 71511-72-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: N-[[diethoxy(oxido)phosphaniumyl]-phenylmethyl]pyridin-3-amine
• CAS: 71511-72-3
• 化学式: C₁₆H₂₁N₂O₃P
• 分子量: 320.328
• InChiKey: TZSDIZUBRLXDAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-氨基吡啶 、 苯甲醛 、 亚磷酸三乙酯 在 cerium(IV) oxide 作用下， 反应 0.5h， 以85%的产率得到N-[[diethoxy(oxido)phosphaniumyl]-phenylmethyl]pyridin-3-amine
  参考文献：
  名称：

  Nano ceria catalyzed synthesis of α-aminophosphonates under ultrasonication

  摘要：

  A simple, efficient and general method has been developed for the one-pot three component syntheses of alpha-aminophosphonates. The condensation of aldehyde, amine and triethyl phosphite by employing CeO2 nanoparticles as catalyst gave alpha-aminophosphonates. The catalyst showed good recyclability. Nano CeO2 has been found to be an excellent catalyst for the green synthesis of alpha-aminophosphonates under ultrasound irradiation and solvent-free condition. The alpha-aminophosphonates are obtained in good to excellent yield. This catalyst provides cleaner conversion, short reaction time and high selectivity which makes the protocol feasible and economical attractive. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.04.112

文献信息

• Ultrasound mediated synthesis of α-aminophosphonates and 3,4-dihydropyrimidin-2-ones using graphene oxide as a recyclable catalyst under solvent-free conditions
  作者：Tamalika Bhattacharya、Biju Majumdar、Deepa Dey、Tridib K. Sarma

  DOI：10.1039/c4ra08533g

  日期：——

  Graphene oxide is utilized as an environmentally friendly and efficient catalyst for an ultrasound mediated multi-component coupling reaction that involves aldehyde, amine/ethylacetoacetate and diethyl phosphite/urea, under solvent-free conditions, leading to the bioactive α-aminophosphonates and 3,4-dihydropyrimidin-2-ones with excellent yield.

  氧化石墨烯在无溶剂条件下用作涉及醛，胺/乙酰乙酸乙酯和亚磷酸二乙酯/脲的超声介导的多组分偶联反应的环保和高效催化剂，可产生生物活性的α-氨基膦酸酯和3,4 -二氢嘧啶-2-酮，产率极高。
• Nano ceria catalyzed synthesis of α-aminophosphonates under ultrasonication
  作者：Sandeep M. Agawane、Jayashree M. Nagarkar

  DOI：10.1016/j.tetlet.2011.04.112

  日期：2011.7

  A simple, efficient and general method has been developed for the one-pot three component syntheses of alpha-aminophosphonates. The condensation of aldehyde, amine and triethyl phosphite by employing CeO2 nanoparticles as catalyst gave alpha-aminophosphonates. The catalyst showed good recyclability. Nano CeO2 has been found to be an excellent catalyst for the green synthesis of alpha-aminophosphonates under ultrasound irradiation and solvent-free condition. The alpha-aminophosphonates are obtained in good to excellent yield. This catalyst provides cleaner conversion, short reaction time and high selectivity which makes the protocol feasible and economical attractive. (C) 2011 Elsevier Ltd. All rights reserved.