4-[(Benzimidoyl-amino)-methyl]-benzoic acid methyl ester | 198065-81-5

• 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: 4-[(Benzimidoyl-amino)-methyl]-benzoic acid methyl ester
• 英文别名: Methyl 4-[[[amino(phenyl)methylidene]amino]methyl]benzoate
• CAS: 198065-81-5
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: CWNVDRKIFPMFJW-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：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  64.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-bromo-3-methoxy-2-propenenitrile 、 4-[(Benzimidoyl-amino)-methyl]-benzoic acid methyl ester 在 potassium carbonate 作用下， 以 氯仿 、 水 为溶剂， 反应 18.0h， 以25%的产率得到4-(5-Cyano-2-phenyl-imidazol-1-ylmethyl)-benzoic acid methyl ester
  参考文献：
  名称：

  A New Regioselective Synthesis of 1,2,5-Trisubstituted 1H-Imidazoles and Its Application to the Development of Eprosartan

  摘要：

  A new method is presented for the preparation of 1,2-disubstitued-1H-imidazole-5-carboxaldehydes by the reaction of N-monosubstituted amidines with 2-halo-3-alkoxy-2-propenals. The reaction is highly regioselective with ratios of 1,2,5:1,2,4-imidazolecarboxaldehydes ranging from 85:15 to 100: 0. This methodology could be extended with similar results to the synthesis of imidazole-g-nitriles by the reaction of 2-bromo-3-methoxy-2-propenenitrile with N-monosubstituted amidines.

  DOI：

  10.1021/jo971304f
• 作为产物：
  描述：

  4-氨甲基苯甲酸甲酯 、 Methyl benzimidate 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 4-[(Benzimidoyl-amino)-methyl]-benzoic acid methyl ester
  参考文献：
  名称：

  A New Regioselective Synthesis of 1,2,5-Trisubstituted 1H-Imidazoles and Its Application to the Development of Eprosartan

  摘要：

  A new method is presented for the preparation of 1,2-disubstitued-1H-imidazole-5-carboxaldehydes by the reaction of N-monosubstituted amidines with 2-halo-3-alkoxy-2-propenals. The reaction is highly regioselective with ratios of 1,2,5:1,2,4-imidazolecarboxaldehydes ranging from 85:15 to 100: 0. This methodology could be extended with similar results to the synthesis of imidazole-g-nitriles by the reaction of 2-bromo-3-methoxy-2-propenenitrile with N-monosubstituted amidines.

  DOI：

  10.1021/jo971304f

文献信息

• A New Regioselective Synthesis of 1,2,5-Trisubstituted 1<i>H</i>-Imidazoles and Its Application to the Development of Eprosartan
  作者：Susan C. Shilcrat、Mohamed K. Mokhallalati、Joseph M. D. Fortunak、Lendon N. Pridgen

  DOI：10.1021/jo971304f

  日期：1997.11.1

  A new method is presented for the preparation of 1,2-disubstitued-1H-imidazole-5-carboxaldehydes by the reaction of N-monosubstituted amidines with 2-halo-3-alkoxy-2-propenals. The reaction is highly regioselective with ratios of 1,2,5:1,2,4-imidazolecarboxaldehydes ranging from 85:15 to 100: 0. This methodology could be extended with similar results to the synthesis of imidazole-g-nitriles by the reaction of 2-bromo-3-methoxy-2-propenenitrile with N-monosubstituted amidines.