N-(3-bromo-2-methylphenyl)-N-hydroxyacetamide | 1040166-31-1

• 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-(3-bromo-2-methylphenyl)-N-hydroxyacetamide
• 英文别名: N-acetyl-N-(3-bromo-2-methyl)phenylhydroxylamine
• CAS: 1040166-31-1
• 化学式: C₉H₁₀BrNO₂
• 分子量: 244.088
• InChiKey: YGVKXSPBBGQBPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(3-bromo-2-methylphenyl)-N-hydroxyacetamide 在 苯基溴化硒 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以48%的产率得到N-(3-bromo-4-hydroxy-2-methylphenyl)acetamide
  参考文献：
  名称：

  Redox‐Neutral Selenium‐Catalysed Isomerisation of para ‐Hydroxamic Acids into para ‐Aminophenols

  摘要：

  AbstractA selenium‐catalysed para‐hydroxylation of N‐aryl‐hydroxamic acids is reported. Mechanistically, the reaction comprises an N−O bond cleavage and consecutive selenium‐induced [2,3]‐rearrangement to deliver para‐hydroxyaniline derivatives. The mechanism is studied through both 18O‐crossover experiments as well as quantum chemical calculations. This redox‐neutral transformation provides an unconventional synthetic approach to para‐aminophenols.

  DOI：

  10.1002/anie.202100801
• 作为产物：
  描述：

  2-溴-6-硝基甲苯 在 rhodium on carbon 、 碳酸氢钠 、 一水合肼 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 N-(3-bromo-2-methylphenyl)-N-hydroxyacetamide
  参考文献：
  名称：

  Redox‐Neutral Selenium‐Catalysed Isomerisation of para ‐Hydroxamic Acids into para ‐Aminophenols

  摘要：

  AbstractA selenium‐catalysed para‐hydroxylation of N‐aryl‐hydroxamic acids is reported. Mechanistically, the reaction comprises an N−O bond cleavage and consecutive selenium‐induced [2,3]‐rearrangement to deliver para‐hydroxyaniline derivatives. The mechanism is studied through both 18O‐crossover experiments as well as quantum chemical calculations. This redox‐neutral transformation provides an unconventional synthetic approach to para‐aminophenols.

  DOI：

  10.1002/anie.202100801

文献信息

• NOVEL INDOLE DERIVATIVE HAVING IKAPPAB KINASE BETA INHIBITORY ACTIVITY
  申请人：Enomoto Hiroshi

  公开号：US20100041628A1

  公开（公告）日：2010-02-18

  Disclosed is a compound represented by the general formula (1) or a salt thereof. The compound or a salt thereof has an inhibitory activity on IKKβ and is therefore useful as preventive and/or therapeutic agent for a disease associated with IKKβ. In the formula, R 1 represents a hydrogen atom, a lower alkyl group, an aryl group, a hydroxy group, or the like; R 2 represents a halogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, or the like; and m represents 0, 1, 2, or the like.

  揭示了一种由通式（1）表示的化合物或其盐。该化合物或其盐具有对IKKβ的抑制活性，因此可用作预防和/或治疗与IKKβ相关的疾病的药物。在公式中，R1表示氢原子，低级烷基，芳基，羟基或类似物; R2表示卤素原子，低级烷基，低级烯基，低级炔基或类似物; m表示0，1，2或类似物。
• NOVEL INDOLE DERIVATIVE HAVING INHIBITORY ACTIVITY ON I B KINASE
  申请人：Santen Pharmaceutical Co., Ltd

  公开号：EP2119703B1

  公开（公告）日：2012-12-12
• US8193237B2
  申请人：——

  公开号：US8193237B2

  公开（公告）日：2012-06-05
• Redox‐Neutral Selenium‐Catalysed Isomerisation of <i>para</i> ‐Hydroxamic Acids into <i>para</i> ‐Aminophenols
  作者：Hsiang‐Yu Chuang、Manuel Schupp、Ricardo Meyrelles、Boris Maryasin、Nuno Maulide

  DOI：10.1002/anie.202100801

  日期：2021.6.14

  AbstractA selenium‐catalysed para‐hydroxylation of N‐aryl‐hydroxamic acids is reported. Mechanistically, the reaction comprises an N−O bond cleavage and consecutive selenium‐induced [2,3]‐rearrangement to deliver para‐hydroxyaniline derivatives. The mechanism is studied through both 18O‐crossover experiments as well as quantum chemical calculations. This redox‐neutral transformation provides an unconventional synthetic approach to para‐aminophenols.