2-((Tert-butoxycarbonyl)amino)-5-nitrobenzoic acid | 1339630-41-9

• 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-((Tert-butoxycarbonyl)amino)-5-nitrobenzoic acid
• 英文别名: 2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-nitrobenzoic acid
• CAS: 1339630-41-9
• 化学式: C₁₂H₁₄N₂O₆
• 分子量: 282.253
• InChiKey: INMAHZVCVHAQQO-UHFFFAOYSA-N

物化性质

• 沸点：
  394.0±37.0 °C(Predicted)
• 密度：
  1.391±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-((Tert-butoxycarbonyl)amino)-5-nitrobenzoic acid 在 2-氯-1-甲基吡啶碘化物 、 盐酸 作用下， 以 乙腈 、 水 为溶剂， 反应 0.17h， 生成 5-硝基靛红酸酐
  参考文献：
  名称：

  A phosgene and peroxide-free one-pot tandem synthesis of isatoic anhydrides involving anthranilic acid, Boc anhydride, and 2-chloro-N-methyl pyridinium iodide

  摘要：

  A phosgene and peroxide-free approach for the synthesis of isatoic anhydrides has been described. The synthesis involves the carbamate formation with Boc anhydride followed by in situ cyclization to afford the isatoic anhydride. The importance of this synthetic strategy is in the ease of operation, scalability, and preparation from readily available raw materials. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.034
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 2-氨基-5-硝基苯甲酸 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 2-((Tert-butoxycarbonyl)amino)-5-nitrobenzoic acid
  参考文献：
  名称：

  A phosgene and peroxide-free one-pot tandem synthesis of isatoic anhydrides involving anthranilic acid, Boc anhydride, and 2-chloro-N-methyl pyridinium iodide

  摘要：

  A phosgene and peroxide-free approach for the synthesis of isatoic anhydrides has been described. The synthesis involves the carbamate formation with Boc anhydride followed by in situ cyclization to afford the isatoic anhydride. The importance of this synthetic strategy is in the ease of operation, scalability, and preparation from readily available raw materials. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.10.034

文献信息

• Transition-Metal-Catalyzed Hydroamination and Carboamination Reactions of Anthranilic Allenamides as a Route to 2-Vinyl- and 2-(α-Styryl)quinazolin-4-one Derivatives
  作者：Gianluigi Broggini、Elena Borsini、Andrea Fasana、Giovanni Poli、Frédéric Liron

  DOI：10.1002/ejoc.201200353

  日期：2012.7

  2-Vinyl- and 2-(α-styryl)quinazolin-4-ones have been synthesized by intramolecular gold-catalyzed hydroamination and palladium-catalyzed carboamination of anthranilic allenamides, easily prepared by prototropic isomerization of the corresponding propargylamides. These procedures, which lead to N-Boc-protected quinazolinones, represent a more flexible alternative to the reported palladium-catalyzedamination

  2-乙烯基-和2-(α-苯乙烯基)喹唑啉-4-酮已经通过分子内金催化的加氢胺化和钯催化的邻氨基苯甲酰胺的氨基化反应合成，很容易通过相应炔丙酰胺的质子异构化制备。这些导致 N-Boc 保护的喹唑啉酮的程序代表了一种更灵活的替代方案，可替代报道的邻氨基苯甲酰胺的钯催化氨基化，仅可从 N-甲苯磺酰基烯丙酰胺实现。
• A phosgene and peroxide-free one-pot tandem synthesis of isatoic anhydrides involving anthranilic acid, Boc anhydride, and 2-chloro-N-methyl pyridinium iodide
  作者：Chhaya Verma、Somesh Sharma、Arunendra Pathak

  DOI：10.1016/j.tetlet.2013.10.034

  日期：2013.12

  A phosgene and peroxide-free approach for the synthesis of isatoic anhydrides has been described. The synthesis involves the carbamate formation with Boc anhydride followed by in situ cyclization to afford the isatoic anhydride. The importance of this synthetic strategy is in the ease of operation, scalability, and preparation from readily available raw materials. (C) 2013 Elsevier Ltd. All rights reserved.