N,N'-bis-(3-methoxy-phenyl)-oxalamide | 60169-98-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N'-bis-(3-methoxy-phenyl)-oxalamide
• 英文别名: Oxalsaeure-di-m-anisidid；N,N'-Bis-(3-methoxy-phenyl)-oxalamid；N,N'-bis(3-methoxyphenyl)oxamide
• CAS: 60169-98-4
• 化学式: C₁₆H₁₆N₂O₄
• mdl: MFCD00661246
• 分子量: 300.314
• InChiKey: YNSLSJWLSPXXCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-bis-(3-methoxy-phenyl)-oxalamide 在 三氯氧磷 作用下， 以 甲苯 为溶剂， 以45%的产率得到N,N'-Bis-<3-methoxyphenyl>oxalimidoylchlorid
  参考文献：
  名称：

  Zur Aminolyse von Bis-Imidoylchloriden der Oxals�ure. I. Umsetzung mit aromatischen und aliphatischen Aminen

  摘要：

  The reaction between bis-imidoylchlorides 2 derived from oxalic acid and several aromatic and aliphatic amines was investigated. While primary aromatic amines need a thermical activation by refluxing, primary aliphatic amines give mainly at room temperature the amidines 3 in moderatly up to good yields.Proceeding from enantiomeric pure amines e.g. (R)- or (S)-1-phenethylamine the new homochiral oxalic amidines 3y and 3z with C-2-symmetry were obtained. Several secondary amines react with the bis-imidoylchloride 2a to give via intramolecular cycloacylation derivatives of isatine. The new synthesized amidines 3 perform systems with a strong molecular dynamic like prototropie and E/Z-interconversion. All new compounds described were characterized by elemental analysis and spectroscopic methods.

  DOI：

  10.1002/prac.19953370130
• 作为产物：
  描述：

  间氨基苯甲醚 、 草酸二乙酯 生成 ethyl 3'-methoxyoxanilate 、 N,N'-bis-(3-methoxy-phenyl)-oxalamide
  参考文献：
  名称：

  Petjunin; Berdinskii, Zhurnal Obshchei Khimii, 1951, vol. 21, p. 1859,1866;engl.Ausg.S.2063,2070

  摘要：

  DOI：

文献信息

• Zur Aminolyse von Bis-Imidoylchloriden der Oxals�ure. I. Umsetzung mit aromatischen und aliphatischen Aminen
  作者：Dirk Lindauer、Rainer Beckert、Manfred D�ring、Peer Fehling、Helmar G�rls

  DOI：10.1002/prac.19953370130

  日期：——

  The reaction between bis-imidoylchlorides 2 derived from oxalic acid and several aromatic and aliphatic amines was investigated. While primary aromatic amines need a thermical activation by refluxing, primary aliphatic amines give mainly at room temperature the amidines 3 in moderatly up to good yields.Proceeding from enantiomeric pure amines e.g. (R)- or (S)-1-phenethylamine the new homochiral oxalic amidines 3y and 3z with C-2-symmetry were obtained. Several secondary amines react with the bis-imidoylchloride 2a to give via intramolecular cycloacylation derivatives of isatine. The new synthesized amidines 3 perform systems with a strong molecular dynamic like prototropie and E/Z-interconversion. All new compounds described were characterized by elemental analysis and spectroscopic methods.
• Petjunin; Berdinskii, Zhurnal Obshchei Khimii, 1951, vol. 21, p. 1859,1866;engl.Ausg.S.2063,2070
  作者：Petjunin、Berdinskii

  DOI：——

  日期：——