N-(4-methoxy-2-{[(5-methylfuran-2-yl)methylidene]amino}phenyl)acetamide | 1514589-89-9

• 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-methoxy-2-{[(5-methylfuran-2-yl)methylidene]amino}phenyl)acetamide
• CAS: 1514589-89-9
• 化学式: C₁₅H₁₆N₂O₃
• 分子量: 272.304
• InChiKey: OZXMIXGFZCMWRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  63.83
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(4-methoxy-2-{[(5-methylfuran-2-yl)methylidene]amino}phenyl)acetamide 在 titanium(IV) isopropylate 、 盐酸 、 sodium tetrahydroborate 、 三乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 、 甲苯 为溶剂， 反应 3.0h， 生成 1-((1-(furan-2-ylmethyl)-5-methyl-1H-pyrrol-2-yl)methyl)-6-methoxy-2-methyl-1H-benzo[d]imidazole
  参考文献：
  名称：

  Synthesis of 2-Methyl-1-[(5-methylfuran-2-yl)methyl]- and 2-Methyl-1-[(5-methylpyrrol-2-yl)methyl]-1H-benzimidazoles

  摘要：

  A method for the synthesis of 2-methyl-1-[(5-methylfuran-2-yl)methyl]-1H-benzimidazoles based on the intramolecular cyclization of vicinal N-[(5-methylfuran-2-yl)methyl]aminoanilides has been developed. A study was carried out on the protolytic opening of the furan ring leading to the formation of a diketone fragment, which was then used for the formation of N-substituted pyrrole ring by the Paal-Knorr method. The effect of the nature of the amine on the cyclization was demonstrated.

  DOI：

  10.1007/s10593-013-1374-2
• 作为产物：
  描述：

  4-甲氧基-2-硝基乙酰苯胺 在 一水合肼 作用下， 以 苯 为溶剂， 生成 N-(4-methoxy-2-{[(5-methylfuran-2-yl)methylidene]amino}phenyl)acetamide
  参考文献：
  名称：

  Synthesis of 2-Methyl-1-[(5-methylfuran-2-yl)methyl]- and 2-Methyl-1-[(5-methylpyrrol-2-yl)methyl]-1H-benzimidazoles

  摘要：

  A method for the synthesis of 2-methyl-1-[(5-methylfuran-2-yl)methyl]-1H-benzimidazoles based on the intramolecular cyclization of vicinal N-[(5-methylfuran-2-yl)methyl]aminoanilides has been developed. A study was carried out on the protolytic opening of the furan ring leading to the formation of a diketone fragment, which was then used for the formation of N-substituted pyrrole ring by the Paal-Knorr method. The effect of the nature of the amine on the cyclization was demonstrated.

  DOI：

  10.1007/s10593-013-1374-2