N-(4,5-Dihydro-1H-imidazol-2-ylmethyl)-N-phenyl-benzamide | 166904-48-9

• 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-(4,5-Dihydro-1H-imidazol-2-ylmethyl)-N-phenyl-benzamide
• 英文别名: N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-N-phenylbenzamide
• CAS: 166904-48-9
• 化学式: C₁₇H₁₇N₃O
• 分子量: 279.341
• InChiKey: KUXMXNOUSXQEKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  44.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-溴苯甲酰氯 、 N-(4,5-Dihydro-1H-imidazol-2-ylmethyl)-N-phenyl-benzamide 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以80%的产率得到1-(p-bromobenzoyl)-2-(N-benzoyl-N-phenylaminomethyl)imidazoline
  参考文献：
  名称：

  Aminoamidines

  摘要：

  2-(Arylaminomethyl)imidazolines were prepared by the reaction of arylaminoacetonitriles with ethylenediamine in the presence of catalytic amounts of P2S5 These imidazolines react with aroyl chlorides (1 : 2 ratio) to give diacylation products. In the case of a 1 : 1 mole ratio as well as on treatment with Ac2O in Et(3)N, monoacylation at the imidazoline ring predominantly occurs. Isomeric 2-(N-benzoyl-N-arylaminomethyl)imidazolines were obtained from N-benzoyl-N-arylaminoacetonitriles by the Pinner method. 2-(N-Aroyl-N-arylaminomethyl)benzimidazoles and -benzoxazoles were synthesized in a similar way.

  DOI：

  10.1007/bf01169722
• 作为产物：
  描述：

  N-(cyanomethyl)benzanilide 在 盐酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 21.5h， 生成 N-(4,5-Dihydro-1H-imidazol-2-ylmethyl)-N-phenyl-benzamide
  参考文献：
  名称：

  Aminoamidines

  摘要：

  2-(Arylaminomethyl)imidazolines were prepared by the reaction of arylaminoacetonitriles with ethylenediamine in the presence of catalytic amounts of P2S5 These imidazolines react with aroyl chlorides (1 : 2 ratio) to give diacylation products. In the case of a 1 : 1 mole ratio as well as on treatment with Ac2O in Et(3)N, monoacylation at the imidazoline ring predominantly occurs. Isomeric 2-(N-benzoyl-N-arylaminomethyl)imidazolines were obtained from N-benzoyl-N-arylaminoacetonitriles by the Pinner method. 2-(N-Aroyl-N-arylaminomethyl)benzimidazoles and -benzoxazoles were synthesized in a similar way.

  DOI：

  10.1007/bf01169722