3-(2-nitrophenyl)-2-oxazolidinone | 90417-72-4

• 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: 3-(2-nitrophenyl)-2-oxazolidinone
• 英文别名: 3-(2-nitrophenyl)oxazolidin-2-one；N-(2-nitrophenyl)oxazolidin-2-one；3-(2-nitro-phenyl)-oxazolidin-2-one；3-(2-nitrophenyl)-1,3-oxazolidin-2-one；3-<2-Nitro-phenyl>-oxazolidinon-(2)；3-<2-Nitro-phenyl>-2-oxazolidinon
• CAS: 90417-72-4
• 化学式: C₉H₈N₂O₄
• mdl: MFCD13196197
• 分子量: 208.174
• InChiKey: YSUXEPLYSHKABG-UHFFFAOYSA-N

物化性质

• 熔点：
  165 °C
• 沸点：
  339.5±21.0 °C(Predicted)
• 密度：
  1.452±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  75.4
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 储存条件：
  室温密封保存，确保干燥。

反应信息

• 作为产物：
  描述：

  N-(2-Nitro-phenyl)-<2-chlor-aethyl>-carbamat 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 3-(2-nitrophenyl)-2-oxazolidinone
  参考文献：
  名称：

  2-恶唑烷酮的研究。I. 3-取代 2-恶唑烷酮的简便合成

  摘要：

  已经开发出一种从三种组分（脂肪族或芳香族胺、光气和乙烯氯醇）开始合成 3-取代 2-恶唑烷酮的方法。

  DOI：

  10.1246/bcsj.35.1309

文献信息

• A straightforward one-pot synthesis of bioactive N-aryl oxazolidin-2-ones via a highly efficient Fe₃O₄@SiO₂-supported acetate-based butylimidazolium ionic liquid nanocatalyst under metal- and solvent-free conditions
  作者：Radhika Gupta、Manavi Yadav、Rashmi Gaur、Gunjan Arora、Rakesh Kumar Sharma

  DOI：10.1039/c7gc01414g

  日期：——

  A supported ionic liquid-based magnetic nanocatalyst has been fabricated for the formation of pharmaceutically important N-aryl oxazolidin-2-ones.

  已制备一种支持的离子液体基磁性纳米催化剂，用于合成具有药用重要性的N-芳基噁唑烷-2-酮。
• Novel Syntheses of N-Aryloxazolidin-2-ones via Tandem Reactions of Vinyl Sulfonium Salts
  作者：Jinhua Liu、Tian Xie、Chunsong Xie、Deyu Han

  DOI：10.1055/s-0029-1218284

  日期：2009.12

  An unprecedented and efficient domino reaction of diphenyl vinyl sulfonium salt with carbamates leading to the syntheses of N-aryloxazolidin-2-ones has been developed. The scope of this transformation has been studied and a plausible mechanism has been proposed.

  一种前所未有且高效的多米诺反应已被开发，即二苯乙烯磺铵盐与氨基甲酸酯反应，导致N-芳氧杂环-2-酮的合成。对这一转化的适用范围进行了研究，并提出了一种合理的机制。
• An Eco-friendly, Convenient, and Practical Conversion of Arylamines to Oxazolidinones
  作者：Hang Gong、Nian-Fa Yang、Guo-Jun Deng、Guang-Yi Xu

  DOI：10.1246/cl.2009.584

  日期：2009.6.5

  A one-step procedure for efficient synthesis of oxazolidinone only using ethylene carbonate and arylamines in the presence of 1,4-diazabicyclo[2,2,2]octane (DABCO) was developed. In most cases, moderate to high yield of products were obtained. This reaction can be considered a carbon dioxide fixation reaction since ethylene carbonate was synthesized via reaction of ethylene oxide with carbon dioxide.

  开发了一种仅使用碳酸亚乙酯和芳基胺在 1,4-二氮杂双环[2,2,2]辛烷 (DABCO) 存在下有效合成恶唑烷酮的一步程序。在大多数情况下，获得了中等到高产率的产品。该反应可以被认为是二氧化碳固定反应，因为碳酸亚乙酯是通过环氧乙烷与二氧化碳的反应合成的。
• CuSO4-mediated decarboxylative C–N cross-coupling of aromatic carboxylic acids with amides and anilines
  作者：Wei-Jian Sheng、Qing Ye、Wu-Bin Yu、Ren-Rong Liu、Meng Xu、Jian-Rong Gao、Yi-Xia Jia

  DOI：10.1016/j.tetlet.2014.12.085

  日期：2015.1

  CuSO4-mediated decarboxylative C-N cross-coupling of aromatic carboxylic acid with amide has been developed, leading to N-arylamides in modest to excellent yields. Anilines bearing electron-withdrawing substituents could also couple efficiently with aromatic carboxylic acids to give diarylamines in good to excellent yields. (C) 2014 Published by Elsevier Ltd.
• CuI/N,N-dimethylglycine-catalyzed synthesis of N-aryloxazolidinones from aryl bromides
  作者：Jiaojiao Li、Yihua Zhang、Yongwen Jiang、Dawei Ma

  DOI：10.1016/j.tetlet.2012.05.081

  日期：2012.8

  CuI/N,N-dimethylglycine catalyzed coupling of aryl bromides with substituted oxazolidinones took place at 120 degrees C in DMF, affording the corresponding N-arylation products with good to excellent yields. A number of functional groups, such as ketone, nitrile, nitro, methoxy, and hydroxyl were tolerated under these conditions, thereby allowing diversity synthesis of N-aryloxazolidinones. (C) 2012 Elsevier Ltd. All rights reserved.