N-(tert-butyl)-4-methoxy-2-nitrobenzamide | 1231748-30-3

• 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: N-(tert-butyl)-4-methoxy-2-nitrobenzamide
• 英文别名: N-tert-butyl-4-methoxy-2-nitrobenzamide
• CAS: 1231748-30-3
• 化学式: C₁₂H₁₆N₂O₄
• 分子量: 252.27
• InChiKey: OQGKEXSDDDRWMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(tert-butyl)-4-methoxy-2-nitrobenzamide 在 四羟基二硼 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以86%的产率得到2-(tert-butyl)-6-methoxy-1,2-dihydro-3H-indazol-3-one
  参考文献：
  名称：

  A B₂(OH)₄-Mediated Synthesis of 2-Substituted Indazolone and Its Application in a DNA-Encoded Library

  摘要：

  Indazolone cores are among the most common structural components in medicinal chemistry and can be found in many biologically active molecules. In this report, a mild and efficient approach to 2-substituted indazolones via B-2(OH)(4)-mediated reductive N-N bond formation is developed. This strategy features mild conditions, no request for a metal catalyst, and a wide scope for both aliphatic and aromatic amines. Meanwhile, this method was further successfully applied on DNA to construct indazolone cores for a DNA-encoded library. This will enable the production of a very attractive indazolone-cored library from simple amines and scaffolds, which will provide considerable diversity.

  DOI：

  10.1021/acs.orglett.0c02032
• 作为产物：
  描述：

  醋酸叔丁酯 、 4-甲氧基-2-硝基苯腈 在 水 、 碘 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以86%的产率得到N-(tert-butyl)-4-methoxy-2-nitrobenzamide
  参考文献：
  名称：

  碘经里特反应从腈一锅法合成酰胺

  摘要：

  在加热条件下，使用碘作为温和有效的催化剂，进行醇和乙酸叔丁酯与各种腈的Ritter反应，从而以良好或优异的收率得到相应的酰胺。

  DOI：

  10.1016/j.tetlet.2010.03.057

文献信息

• A B₂(OH)₄-Mediated Synthesis of 2-Substituted Indazolone and Its Application in a DNA-Encoded Library
  作者：Yapeng Bao、Zongfa Deng、Jing Feng、Weiwei Zhu、Jin Li、Jinqiao Wan、Guansai Liu

  DOI：10.1021/acs.orglett.0c02032

  日期：2020.8.21

  Indazolone cores are among the most common structural components in medicinal chemistry and can be found in many biologically active molecules. In this report, a mild and efficient approach to 2-substituted indazolones via B-2(OH)(4)-mediated reductive N-N bond formation is developed. This strategy features mild conditions, no request for a metal catalyst, and a wide scope for both aliphatic and aromatic amines. Meanwhile, this method was further successfully applied on DNA to construct indazolone cores for a DNA-encoded library. This will enable the production of a very attractive indazolone-cored library from simple amines and scaffolds, which will provide considerable diversity.
• Iodine-catalyzed one-pot synthesis of amides from nitriles via Ritter reaction
  作者：Palani Theerthagiri、Appaswami Lalitha、Pirama Nayagam Arunachalam

  DOI：10.1016/j.tetlet.2010.03.057

  日期：2010.5

  Ritter reactions of alcohols and tert-butyl acetate with various nitriles were performed using iodine as a mild and effective catalyst under heating conditions to afford the corresponding amides in good to excellent yields.

  在加热条件下，使用碘作为温和有效的催化剂，进行醇和乙酸叔丁酯与各种腈的Ritter反应，从而以良好或优异的收率得到相应的酰胺。