(2-aminophenyl)(3,4-dichlorophenyl)methanone oxime | 1597443-33-8

• 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-aminophenyl)(3,4-dichlorophenyl)methanone oxime
• 英文别名: (NE)-N-[(2-aminophenyl)-(3,4-dichlorophenyl)methylidene]hydroxylamine
• CAS: 1597443-33-8
• 化学式: C₁₃H₁₀Cl₂N₂O
• 分子量: 281.141
• InChiKey: LEMGAQVAHMCCBR-GHRIWEEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-aminophenyl)(3,4-dichlorophenyl)methanone oxime 在 咪唑 、 碘 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以85%的产率得到3-(3,4-dichlorophenyl)-1H-indazole
  参考文献：
  名称：

  Mild method for the synthesis of 1H-indazoles through oxime-phosphonium ion intermediate

  摘要：

  The synthesis of 1H-indazoles from o-aminobenzoximes is achieved via N-N bond formation using triphenylphosphine, 12, and imidazole. Selective formation of oxime-phosphonium ion intermediate in the presence of the amino group is the driving force for this reaction. The nucleophilicity of the arylamino group and electrophilicity toward the N-O bond of oxime also control the reaction. The reaction proceeds at a faster rate with good to excellent yield under this mild reaction condition and is amenable to scale-up. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.001
• 作为产物：
  描述：

  (2-aminophenyl)(3,4-dichlorophenyl)methanone 在 盐酸羟胺 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 (2-aminophenyl)(3,4-dichlorophenyl)methanone oxime
  参考文献：
  名称：

  Mild method for the synthesis of 1H-indazoles through oxime-phosphonium ion intermediate

  摘要：

  The synthesis of 1H-indazoles from o-aminobenzoximes is achieved via N-N bond formation using triphenylphosphine, 12, and imidazole. Selective formation of oxime-phosphonium ion intermediate in the presence of the amino group is the driving force for this reaction. The nucleophilicity of the arylamino group and electrophilicity toward the N-O bond of oxime also control the reaction. The reaction proceeds at a faster rate with good to excellent yield under this mild reaction condition and is amenable to scale-up. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.001

文献信息

• Mild method for the synthesis of 1H-indazoles through oxime-phosphonium ion intermediate
  作者：Saurav Paul、Subhankar Panda、Debasis Manna

  DOI：10.1016/j.tetlet.2014.03.001

  日期：2014.4

  The synthesis of 1H-indazoles from o-aminobenzoximes is achieved via N-N bond formation using triphenylphosphine, 12, and imidazole. Selective formation of oxime-phosphonium ion intermediate in the presence of the amino group is the driving force for this reaction. The nucleophilicity of the arylamino group and electrophilicity toward the N-O bond of oxime also control the reaction. The reaction proceeds at a faster rate with good to excellent yield under this mild reaction condition and is amenable to scale-up. (C) 2014 Elsevier Ltd. All rights reserved.