5-(苄氧基)苯并[c]异恶唑-3-甲酰胺 | 1007871-99-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 5-(苄氧基)苯并[c]异恶唑-3-甲酰胺
• 英文名称: 5-(benzyloxy)benzo[c]isoxazole-3-carboxamide
• 英文别名: 5-(Benzyloxy)-2,1-benzisoxazole-3-carboxamide；5-phenylmethoxy-2,1-benzoxazole-3-carboxamide
• CAS: 1007871-99-9
• 化学式: C₁₅H₁₂N₂O₃
• 分子量: 268.272
• InChiKey: WYVVMVYPMKHOLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-benzyloxy-2-nitrophenylacetonitrile 在 硫酸 作用下， 反应 4.0h， 以69%的产率得到5-(苄氧基)苯并[c]异恶唑-3-甲酰胺
  参考文献：
  名称：

  Sulfuric Acid Mediated Heterocyclization of ortho-Cyanomethylnitroarenes to Benzo[c]isoxazoles and Fused Benzo[c]isoxazoles

  摘要：

  The vicarious nucleophilic substitution of hydrogen (VNS) is used as the key step to convert substituted 5-nitrobenzimidazoles 1a-b into their ortho-cyanomethyl derivatives 2a-b. Conc. sulfuric acid mediated heterocyclization of these intermediates gave the novel 3H-imidazo[4',5':3,4]benzo[c]isoxazole-8-carboxamides 3a-b. To generalize this synthetic strategy for benzo[c]isoxazoles syntheses, the VNS products of para-substituted nitrobenzene 4a-d were successfully converted to the new benzo[c]isoxazoles derivatives 5a-d.

  DOI：

  10.3987/com-07-11148

文献信息

• Sulfuric Acid Mediated Heterocyclization of ortho-Cyanomethylnitroarenes to Benzo[c]isoxazoles and Fused Benzo[c]isoxazoles
  作者：Mehdi Bakavoli、Mehdi Pordel、Mohammad Rahimizadeh、Pooneh Jahandari、Esmaeel Rezaei Seresht

  DOI：10.3987/com-07-11148

  日期：——

  The vicarious nucleophilic substitution of hydrogen (VNS) is used as the key step to convert substituted 5-nitrobenzimidazoles 1a-b into their ortho-cyanomethyl derivatives 2a-b. Conc. sulfuric acid mediated heterocyclization of these intermediates gave the novel 3H-imidazo[4',5':3,4]benzo[c]isoxazole-8-carboxamides 3a-b. To generalize this synthetic strategy for benzo[c]isoxazoles syntheses, the VNS products of para-substituted nitrobenzene 4a-d were successfully converted to the new benzo[c]isoxazoles derivatives 5a-d.