3-amino-3',4'-dimethoxy-5-methyl-1,1'-biphenyl-2,4-dicarbonitrile | 1018814-20-4

• 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: 3-amino-3',4'-dimethoxy-5-methyl-1,1'-biphenyl-2,4-dicarbonitrile
• 英文别名: 2,6-dicyano-3-(3,4-dimethoxyphenyl)-5-methylaniline；2-Amino-4-(3,4-dimethoxyphenyl)-6-methylbenzene-1,3-dicarbonitrile
• CAS: 1018814-20-4
• 化学式: C₁₇H₁₅N₃O₂
• 分子量: 293.325
• InChiKey: DRVUZLKWNCWUSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  92.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,2-dimethoxy-4-(2-nitro-vinyl)-benzene 、 丙二腈 在 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以71%的产率得到3-amino-3',4'-dimethoxy-5-methyl-1,1'-biphenyl-2,4-dicarbonitrile
  参考文献：
  名称：

  A Novel Synthesis of 3-Aryl-2,6-dicyano-5-methylanilines via Reaction between Nitrostyrenes and Malononitrile

  摘要：

  A novel and simple synthesis of 3-aryl-2,6-dicyano-5-methylanilines is described. Reactions between nitrostyrenes and excess malononitrile in the presence of sodium carbonate in 80% ethanol proceeded at room temperature to afford the aromatic products in good yields. A mechanism for the formation of the products is proposed.

  DOI：

  10.1055/s-0029-1218717

文献信息

• I2/K2CO3: An efficient catalyst for the synthesis of 5-aryl-2,6-dicyano-3-methylanilines
  作者：BANDITA DATTA、MOHAMED AFZAL PASHA

  DOI：10.1007/s12039-013-0375-0

  日期：2013.3

  Molecular iodine in the presence of potassium carbonate has been found to be an efficient and eco-friendly catalyst for the synthesis of polysubstituted dicyanoanilines from aldehydes, acetone and malononitrile under solvent-free thermal condition. The experimental procedure is simple, includes shorter reaction times (less than 10 min) and results in excellent yield of the products.

  研究发现，在无溶剂热条件下，碳酸钾存在下的分子碘是一种高效、环保的催化剂，可用于以醛、丙酮和丙二腈为原料合成多取代二氰胺。实验过程简单，反应时间短（不到 10 分钟），产物收率高。
• Solvent‐Free Synthesis of 3‐Amino‐2,4‐dicarbonitrile‐5‐methylbiphenyl by a Grinding Method
  作者：Liangce Rong、Hongxia Han、Hong Jiang、Daqing Shi、Shujiang Tu

  DOI：10.1080/00397910701860596

  日期：2008.3.1

  Abstract A convenient, environmentally friendly, and solvent‐free procedure has been developed for the synthesis of 3‐amino‐2,4‐dicarbonitrile‐5‐methylbiphenyl derivatives. Compared with the classical reaction condition, this new synthetic method has the advantages of excellent yields, easy setup, mild reaction conditions, and environmental friendlines.

  摘要 已经开发了一种方便、环保且无溶剂的方法来合成 3-氨基-2,4-二甲腈-5-甲基联苯衍生物。与经典反应条件相比，这种新的合成方法具有收率高、易于设置、反应条件温和、环境友好等优点。
• A Novel Synthesis of 3-Aryl-2,6-dicyano-5-methylanilines via Reaction between Nitrostyrenes and Malononitrile
  作者：Mehdi Adib、Bagher Mohammadi、Samira Ansari、Hamid Bijanzadeh、Long-Guan Zhu

  DOI：10.1055/s-0029-1218717

  日期：2010.5

  A novel and simple synthesis of 3-aryl-2,6-dicyano-5-methylanilines is described. Reactions between nitrostyrenes and excess malononitrile in the presence of sodium carbonate in 80% ethanol proceeded at room temperature to afford the aromatic products in good yields. A mechanism for the formation of the products is proposed.