1-ferrocenyl-3-(2-nitrophenylamino)propan-1-one | 1342301-31-8

• 英文名称: 1-ferrocenyl-3-(2-nitrophenylamino)propan-1-one
• CAS: 1342301-31-8
• 化学式: C₁₉H₁₈FeN₂O₃
• 分子量: 378.211
• InChiKey: UBPFYESYCYNDHY-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  acryloylferrocene 、 2-硝基苯胺 在 monmorillonite K-10 作用下， 以 neat (no solvent) 为溶剂， 生成 1-ferrocenyl-3-(2-nitrophenylamino)propan-1-one
  参考文献：
  名称：

  抗菌剂3-（芳基氨基）-1-二茂铁基丙烷-1-酮：合成，光谱，电化学和结构表征

  摘要：

  通过将不同的芳基胺氮杂-迈克尔加成到丙烯酰基二茂铁中，已经以良好至优异的产率实现了十四种新的3-（芳基氨基）-1-二茂铁基丙烷-1-酮的合成。通过微波（MW）照射（500W / 5分钟）在没有溶剂的情况下反应物和蒙脱石K-10的混合物进行反应。对获得的化合物进行了光谱和电化学分析（循环伏安法），而其中的三个已进行了单晶X射线分析。在微量稀释测定中，尽管抑制程度有所不同，但所有化合物均显示对革兰氏阴性和阳性细菌具有广谱作用。观察到所有化合物在抑制重要的人类病原体金黄色葡萄球菌生长方面均具有显着活性。

  DOI：

  10.1016/j.jorganchem.2011.08.016

文献信息

• Ultrasound-Assisted Synthesis of 3-(Arylamino)-1-ferrocenylpropan-1-ones
  作者：Anka Pejović、Dragana Stevanović、Ivan Damljanović、Mirjana Vukićević、Sladjana B. Novaković、Goran A. Bogdanović、Tatjana Mihajilov-Krstev、Niko Radulović、Rastko D. Vukićević

  DOI：10.1002/hlca.201200009

  日期：2012.8

  AbstractA successful aza‐Michael addition of arylamines to a conjugated enone, acryloylferrocene, has been achieved by ultrasonic irradiation of the mixture of these reactants and the catalyst, i.e., montmorillonite K‐10. This solvent‐free reaction, yielding ferrocene containing Mannich bases, 3‐(arylamino)‐1‐ferrocenylpropan‐1‐ones, considered as valuable precursors in organic synthesis, has been performed by using a simple ultrasonic cleaner. Among 17 synthesized β‐amino ketones, three were new ones, and these were fully characterized by spectroscopic means. X‐Ray crystallographic analysis of three of these crystalline products enabled the insight into the conformational details of these compounds. All compounds were evaluated for their antibacterial activities against six Gram‐positive and five Gram‐negative strains in a microdilution assay. The observed promising antibacterial activity (with a MIC value of 25 μg/ml (ca. 0.07 μmol/ml) as the best result for almost all tested compounds against Micrococcus flavus) seems not only to be compound but also bacterial species‐specific.