(2-Methyl-3-nitro-phenyl)-[1-phenyl-meth-(Z)-ylidene]-amine | 314283-98-2

• 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: (2-Methyl-3-nitro-phenyl)-[1-phenyl-meth-(Z)-ylidene]-amine
• 英文别名: N-benzylidene-2-methyl-3-nitroaniline；N-(2-methyl-3-nitrophenyl)-1-phenylmethanimine
• CAS: 314283-98-2
• 化学式: C₁₄H₁₂N₂O₂
• 分子量: 240.261
• InChiKey: YXFRPYWFUPBJRY-UHFFFAOYSA-N

物化性质

• 沸点：
  390.4±30.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-Methyl-3-nitro-phenyl)-[1-phenyl-meth-(Z)-ylidene]-amine 在 三乙酰氧基硼氢化钠 、 铁粉 、 氯化铵 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 N-Benzyl-N-(2,4-difluoro-benzyl)-2-methyl-benzene-1,3-diamine
  参考文献：
  名称：

  Discovery of novel nonsteroidal glucocorticoid receptor modulators

  摘要：

  A new class of selective nonsteroidal glucocorticoid receptor modulators typified by N-{3-[benzyl-(4-chloro-2-fluorobenzyl)-amino]-2-methyl-phenyl -methanesulfonamide 19 has been discovered. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.013
• 作为产物：
  描述：

  2-甲基-3-硝基苯胺 、 苯甲醇 在 porous N-doped carbon with bimetallic FeCu 作用下， 以 neat (no solvent) 为溶剂， 反应 6.0h， 生成 (2-Methyl-3-nitro-phenyl)-[1-phenyl-meth-(Z)-ylidene]-amine
  参考文献：
  名称：

  Bi-functional catalyst of porous N-doped carbon with bimetallic FeCu for solvent-free resultant imines and hydrogenation of nitroarenes

  摘要：

  The efficient and stable catalyst applied to the transformation of amines into the corresponding imines and hydrogenation of nitroarenes under mild reaction conditions is reported. The catalytic performance of porous N-doped carbon with FeCu (FeCu@NPC) catalyst are tested by aromatic alcohol-based N-alkylated of amines with solvent-free and hydrogenation of nitroarenes via N2H4 center dot H2O. The results proved that the yield of these two reactions are all over 99.9% under optimum condition. Moreover, the synergistic effect of the catalyst for N-alkylated reaction was investigated through the kinetic study. The catalyst can be easily separated from reaction system by an external magnetism, and can be recycled and reutilized for at least 4 runs with conversions are all over 75%. The study of the catalyst indicated that it was suitable for the reactions in industry. Hence, the catalysis process by the inexpensive metals-based catalyst is green and sustainable.

  DOI：

  10.1016/j.mcat.2018.12.029

文献信息

• Discovery of novel nonsteroidal glucocorticoid receptor modulators
  作者：J.T Link、Bryan K Sorensen、Jyoti Patel、Maurice Emery、Marlena Grynfarb、Annika Goos-Nilsson

  DOI：10.1016/j.bmcl.2004.02.013

  日期：2004.5

  A new class of selective nonsteroidal glucocorticoid receptor modulators typified by N-3-[benzyl-(4-chloro-2-fluorobenzyl)-amino]-2-methyl-phenyl -methanesulfonamide 19 has been discovered. (C) 2004 Elsevier Ltd. All rights reserved.
• Bi-functional catalyst of porous N-doped carbon with bimetallic FeCu for solvent-free resultant imines and hydrogenation of nitroarenes
  作者：Kaizhi Wang、Wenbing Gao、Pengbo Jiang、Kai Lan、Ming Yang、Xiaokang Huang、Lei Ma、Fang Niu、Rong Li

  DOI：10.1016/j.mcat.2018.12.029

  日期：2019.3

  The efficient and stable catalyst applied to the transformation of amines into the corresponding imines and hydrogenation of nitroarenes under mild reaction conditions is reported. The catalytic performance of porous N-doped carbon with FeCu (FeCu@NPC) catalyst are tested by aromatic alcohol-based N-alkylated of amines with solvent-free and hydrogenation of nitroarenes via N2H4 center dot H2O. The results proved that the yield of these two reactions are all over 99.9% under optimum condition. Moreover, the synergistic effect of the catalyst for N-alkylated reaction was investigated through the kinetic study. The catalyst can be easily separated from reaction system by an external magnetism, and can be recycled and reutilized for at least 4 runs with conversions are all over 75%. The study of the catalyst indicated that it was suitable for the reactions in industry. Hence, the catalysis process by the inexpensive metals-based catalyst is green and sustainable.
• Bile acid conjugates of a nonsteroidal glucocorticoid receptor modulator
  作者：Noah Tu、J.T Link、Bryan K Sorensen、Maurice Emery、Marlena Grynfarb、Annika Goos-Nilsson、Bach Nguyen

  DOI：10.1016/j.bmcl.2004.06.022

  日期：2004.8

  Bile acid conjugates of a selective nonsteroidal glucocorticoid receptor modulator were prepared and evaluated. Potent GR binding conjugates that showed improved metabolic stability were discovered. However, cellular potency and pharmacokinetics were not substantially improved. (C) 2004 Elsevier Ltd. All rights reserved.