4-氨基-5-硝基-2-(三氟甲基)苯甲腈 | 1155800-54-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-氨基-5-硝基-2-(三氟甲基)苯甲腈
• 英文名称: 4-amino-5-nitro-2-(trifluoromethyl)benzonitrile
• CAS: 1155800-54-6
• 化学式: C₈H₄F₃N₃O₂
• 分子量: 231.134
• InChiKey: KUUHABIDZGASAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  95.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-氨基-5-硝基-2-(三氟甲基)苯甲腈 在 盐酸 、 tin(II) chloride dihydrate 作用下， 以 四氢呋喃 、 水 为溶剂， 以91%的产率得到4,5-二氨基-2-氰基三氟甲苯
  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-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

文献信息

• [EN] NOVEL BENZIMIDAZOLE COMPOUND, PREPARATION METHOD THEREOF AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME<br/>[FR] NOUVEAU COMPOSÉ DE BENZIMIDAZOLE, SON PROCÉDÉ DE PRÉPARATION ET COMPOSITION PHARMACEUTIQUE LE CONTENANT
  申请人：CRYSTALGENOMICS INC

  公开号：WO2011099832A2

  公开（公告）日：2011-08-18

  The present invention relates to a novel benzimidazole compound, a pharmaceutical composition for preventing or treating an inflammatory disease comprising said compound, a use of a novel benzimidazole compound for the manufacture of a medicament for preventing or treating an inflammatory disease, and a method of preventing or treating an inflammatory disease in a mammal comprising administering to the mammal said compound.
• 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.