2-(1H-imidazol-4-yl)-5-nitrobenzo[d]oxazole | 1276122-44-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-(1H-imidazol-4-yl)-5-nitrobenzo[d]oxazole
• 英文别名: 2-(1H-imidazol-5-yl)-5-nitro-1,3-benzoxazole
• CAS: 1276122-44-1
• 化学式: C₁₀H₆N₄O₃
• 分子量: 230.183
• InChiKey: QERZAFUNANBEGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(三氟甲基)-1H-咪唑 、 2-氨基-4-硝基苯酚 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 4.0h， 以89%的产率得到2-(1H-imidazol-4-yl)-5-nitrobenzo[d]oxazole
  参考文献：
  名称：

  Transformation of Anionically Activated Trifluoromethyl Groups to Heterocycles under Mild Aqueous Conditions

  摘要：

  The (hetero)aromatic trifluoromethyl group is present in many biologically active molecules and is generally considered to be chemically stable. In this paper, a convenient one-step synthesis of C-C linked aryl-heterocycles or heteroaryl-heterocycles In good to excellent yields via the reaction of anionically activated trifluoromethyl groups with amino nucleophiles containing a second NH, OH, or SH nucleophile in 1 N sodium hydroxide is reported. The method has high functional group tolerability and is potentially useful in parallel synthesis.

  DOI：

  10.1021/ol200326u

文献信息

• Transformation of Anionically Activated Trifluoromethyl Groups to Heterocycles under Mild Aqueous Conditions
  作者：Jennifer X. Qiao、Tammy C. Wang、Carol Hu、Jianqing Li、Ruth R. Wexler、Patrick Y. S. Lam

  DOI：10.1021/ol200326u

  日期：2011.4.1

  The (hetero)aromatic trifluoromethyl group is present in many biologically active molecules and is generally considered to be chemically stable. In this paper, a convenient one-step synthesis of C-C linked aryl-heterocycles or heteroaryl-heterocycles In good to excellent yields via the reaction of anionically activated trifluoromethyl groups with amino nucleophiles containing a second NH, OH, or SH nucleophile in 1 N sodium hydroxide is reported. The method has high functional group tolerability and is potentially useful in parallel synthesis.