N-(4-cyano-2-nitro-5-(trifluoromethyl)phenyl)-2,2,2-trifluoroacetamide | 1155800-48-8

• 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: N-(4-cyano-2-nitro-5-(trifluoromethyl)phenyl)-2,2,2-trifluoroacetamide
• 英文别名: 4-Cyano-2-nitro-5-(trifluoromethyl)trifluoroacetanilide；N-[4-cyano-2-nitro-5-(trifluoromethyl)phenyl]-2,2,2-trifluoroacetamide
• CAS: 1155800-48-8
• 化学式: C₁₀H₃F₆N₃O₃
• 分子量: 327.143
• InChiKey: GCQNVDPHTGCHNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  98.7
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N-(4-cyano-2-nitro-5-(trifluoromethyl)phenyl)-2,2,2-trifluoroacetamide 在 水 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以93.7%的产率得到4-氨基-5-硝基-2-(三氟甲基)苯甲腈
  参考文献：
  名称：

  An Efficient Synthetic Process for Scale-Up Production of 4,5-Diamino-2-(trifluoromethyl)benzonitrile and 5-Bromo-3-(trifluoromethyl)benzene-1,2-diamine

  摘要：

  Starting from 4-amino-2-(trifluoromethyl)benzonitrile (6), an efficient and nonchromatographic process was developed for multihundred gram production of 4,5-diamino-2-(trifluoromethyl)benzonitrile (1) in 73% yield and 98 HPLC area% purity over four synthetic steps. The same synthetic strategy was applied to 4-bromo-2-(trifluoromethyl)aniline (7) that afforded 5-bromo-3-(trifluoromethyl)benzene- 1,2-diamine (5) in 81% overall yield and 99% HPLC area% purity.

  DOI：

  10.1021/op9000498
• 作为产物：
  描述：

  N-[4-氰基-3-(三氟甲基)苯基]-2,2,2-三氟乙酰胺 在 三氟甲磺酸 、 硝酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 20.0h， 以85%的产率得到N-(4-cyano-2-nitro-5-(trifluoromethyl)phenyl)-2,2,2-trifluoroacetamide
  参考文献：
  名称：

  An Efficient Synthetic Process for Scale-Up Production of 4,5-Diamino-2-(trifluoromethyl)benzonitrile and 5-Bromo-3-(trifluoromethyl)benzene-1,2-diamine

  摘要：

  Starting from 4-amino-2-(trifluoromethyl)benzonitrile (6), an efficient and nonchromatographic process was developed for multihundred gram production of 4,5-diamino-2-(trifluoromethyl)benzonitrile (1) in 73% yield and 98 HPLC area% purity over four synthetic steps. The same synthetic strategy was applied to 4-bromo-2-(trifluoromethyl)aniline (7) that afforded 5-bromo-3-(trifluoromethyl)benzene- 1,2-diamine (5) in 81% overall yield and 99% HPLC area% purity.

  DOI：

  10.1021/op9000498

文献信息

• An Efficient Synthetic Process for Scale-Up Production of 4,5-Diamino-2-(trifluoromethyl)benzonitrile and 5-Bromo-3-(trifluoromethyl)benzene-1,2-diamine
  作者：Xun Li、Raymond A. Ng、Yongzheng Zhang、Ronald K. Russell、Zhihua Sui

  DOI：10.1021/op9000498

  日期：2009.5.15

  Starting from 4-amino-2-(trifluoromethyl)benzonitrile (6), an efficient and nonchromatographic process was developed for multihundred gram production of 4,5-diamino-2-(trifluoromethyl)benzonitrile (1) in 73% yield and 98 HPLC area% purity over four synthetic steps. The same synthetic strategy was applied to 4-bromo-2-(trifluoromethyl)aniline (7) that afforded 5-bromo-3-(trifluoromethyl)benzene- 1,2-diamine (5) in 81% overall yield and 99% HPLC area% purity.