N-(4-Fluorobenzyl)-1-naphthalenamine | 356531-44-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(4-Fluorobenzyl)-1-naphthalenamine
• 英文别名: N-[(4-fluorophenyl)methyl]naphthalen-1-amine
• CAS: 356531-44-7
• 化学式: C₁₇H₁₄FN
• 分子量: 251.303
• InChiKey: CECUKOYBDUQJSW-UHFFFAOYSA-N

物化性质

• 沸点：
  401.0±25.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  N-(4-Fluorobenzyl)-1-naphthalenamine 、 3-溴丙烯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and in vitro activity of new tetrahydronaphtho[1,2-b]azepine derivatives against Trypanosoma cruzi and Leishmania chagasi parasites

  摘要：

  Series of 2-exo-aryl-1,4-epoxy-2,3,4,5-tetrahydronaphtho[1,2-b]azepines 3a-k and cis-2-aryl-4-hydroxy2,3,4,5-tetrahydronaphtho[1,2-b] azepines 4a-j were synthesized and evaluated against free and intracellular live forms of Trypanosoma cruzi and Leishmania chagasi parasites using in vitro assays. Cell toxicity was also analyzed on Vero and THP-1 mammalian cell lines. The compounds 3c, 3f, and 4d were the most active against both live forms of T. cruzi parasites with low mammalian cell toxicity. Some compounds were active on free live forms of L. chagasi parasites but none was active on intracellular amastigotes of L. chagasi infecting THP-1 macrophages. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.013
• 作为产物：
  描述：

  N-(4-Fluorobenzylidene)-1-naphthylamine 在 甲基三辛基氯化铵 、 sodium hydroxide 、 锌 作用下， 以 水 为溶剂， 反应 1.5h， 以89%的产率得到N-(4-Fluorobenzyl)-1-naphthalenamine
  参考文献：
  名称：

  Economical and efficient aqueous reductions of high melting-point imines and nitroarenes to amines: promotion effects of granular PTFE

  摘要：

  使用 Zn 粉末、颗粒状 PTFE（聚四氟乙烯）、催化剂 Aliquat 336 和 NH4Cl 或 5%NaOH，在室温下实现了高熔点亚胺和硝基烯烃在水介质中还原成胺的过程。这种方法的一个主要优点是催化剂的成本仅为之前报道的硝基芳烃水还原催化剂的 1/7200。总共有 13 个亚胺和 11 个硝基烯烃被还原成相应的胺，而且收率极高。讨论了颗粒状聚四氟乙烯的用量、底物的溶解度和熔点以及产物的熔点对反应速率的影响。首次研究了水反应速率与产物熔点之间的关系，从而得出结论：在水还原反应中，低熔点产物的形成速度快于高熔点产物。Aliquat 336、粒状聚四氟乙烯和水均可回收利用。

  DOI：

  10.1039/c4ra04528a

文献信息

• Reductive Transformations of Carbonyl Compounds Catalyzed by Rhodium Supported on a Carbon Matrix by using Carbon Monoxide as a Deoxygenative Agent
  作者：Niyaz Z. Yagafarov、Dmitry L. Usanov、Alexey P. Moskovets、Nikolai D. Kagramanov、Victor I. Maleev、Denis Chusov

  DOI：10.1002/cctc.201500493

  日期：2015.9.1

  An efficient method for the rhodium on carbon matrix catalyzed preparation of secondary and tertiary amines, cyanoesters, and nitriles through the reductive amination/alkylation of carbonyl compounds was developed, including a convenient procedure for the tandem formal reductive addition of acetonitrile to aldehydes. The catalyst could be reused, and at least three consecutive reaction cycles were

  开发了一种通过羰基化合物的还原胺化/烷基化铑/碳基体催化仲胺和叔胺，氰基酯和腈的制备方法，包括将乙腈串联正式还原加成到醛中的简便方法。该催化剂可以重复使用，并且以可比的效率进行了至少三个连续的反应循环。已证明该方法与易于被氢和复杂氢化物还原的官能团兼容。
• Economical and efficient aqueous reductions of high melting-point imines and nitroarenes to amines: promotion effects of granular PTFE
  作者：Tao Li、Xiaoxue Cui、Lili Sun、Chunbao Li

  DOI：10.1039/c4ra04528a

  日期：——

  The reductions of high melting-point imines and nitroarenes to amines in aqueous media using Zn powder, granular PTFE (polytetrafluoroethylene), catalytic Aliquat 336 and NH4Cl or 5% NaOH at room temperature have been achieved. A major advantage of this procedure is that the cost of the catalyst is only 1/7200 of that of a previously reported nitroaromatic aqueous reduction catalyst. Altogether 13 imines and 11 nitroarenes were reduced to the corresponding amines with excellent yields. The effects of the amount of granular PTFE, and solubilities and melting points of the substrates, and melting points of the products on the reaction rates are discussed. For the first time, the relationship between the aqueous reaction rates and melting points of the products was investigated, which leads to a conclusion that lower melting-point products form faster than higher melting-point ones in the aqueous reductions. The Aliquat 336, granular PTFE and water are all recyclable.

  使用 Zn 粉末、颗粒状 PTFE（聚四氟乙烯）、催化剂 Aliquat 336 和 NH4Cl 或 5%NaOH，在室温下实现了高熔点亚胺和硝基烯烃在水介质中还原成胺的过程。这种方法的一个主要优点是催化剂的成本仅为之前报道的硝基芳烃水还原催化剂的 1/7200。总共有 13 个亚胺和 11 个硝基烯烃被还原成相应的胺，而且收率极高。讨论了颗粒状聚四氟乙烯的用量、底物的溶解度和熔点以及产物的熔点对反应速率的影响。首次研究了水反应速率与产物熔点之间的关系，从而得出结论：在水还原反应中，低熔点产物的形成速度快于高熔点产物。Aliquat 336、粒状聚四氟乙烯和水均可回收利用。
• Synthesis and in vitro activity of new tetrahydronaphtho[1,2-b]azepine derivatives against Trypanosoma cruzi and Leishmania chagasi parasites
  作者：Alirio Palma、Andrés Felipe Yépes、Sandra Milena Leal、Carlos Andrés Coronado、Patricia Escobar

  DOI：10.1016/j.bmcl.2008.05.013

  日期：2009.4

  Series of 2-exo-aryl-1,4-epoxy-2,3,4,5-tetrahydronaphtho[1,2-b]azepines 3a-k and cis-2-aryl-4-hydroxy2,3,4,5-tetrahydronaphtho[1,2-b] azepines 4a-j were synthesized and evaluated against free and intracellular live forms of Trypanosoma cruzi and Leishmania chagasi parasites using in vitro assays. Cell toxicity was also analyzed on Vero and THP-1 mammalian cell lines. The compounds 3c, 3f, and 4d were the most active against both live forms of T. cruzi parasites with low mammalian cell toxicity. Some compounds were active on free live forms of L. chagasi parasites but none was active on intracellular amastigotes of L. chagasi infecting THP-1 macrophages. (C) 2008 Elsevier Ltd. All rights reserved.