3,6-dichloro-4,5-dimorpholinophthalonitrile | 1160165-03-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 3,6-dichloro-4,5-dimorpholinophthalonitrile
• CAS: 1160165-03-6
• 化学式: C₁₆H₁₆Cl₂N₄O₂
• 分子量: 367.235
• InChiKey: HHTVVKIECZKXBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.52
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3,6-dichloro-4,5-dimorpholinophthalonitrile 、 苯硫酚 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.75h， 以74.2%的产率得到
  参考文献：
  名称：

  Phthalocyanines and related compounds: XLVIII. Stepwise nucleophilic substitution in tetrachlorophthalonitrile: Synthesis of polysubstituted phthalonitriles

  摘要：

  Chlorine-containing products of incomplete nucleophilic substitution in tetrachlorophthalonitrile were subjected to further reaction with nucleophiles. The nature of the nucleophiles and the order of their introduction into stepwise nucleophilic substitution in tetrachlorophthalonitrile were shown to be of principal importance for selective synthesis on this basis of phthalonitrile derivatives with various substituents.

  DOI：

  10.1134/s1070363208090247
• 作为产物：
  描述：

  吗啉 、 3,4,5,6-四氯苯-1,2-二甲腈 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以65.5%的产率得到3,6-dichloro-4,5-dimorpholinophthalonitrile
  参考文献：
  名称：

  Phthalocyanines and related compounds: XLVII. Nucleophilic replacement of chlorine atoms in tetrachlorophthalonitrile. Synthesis of phenyl(alkyl)amino-substituted phthalonitriles and some phthalocyanines based thereon

  摘要：

  Nucleophilic replacement of chlorine atoms in tetrachlorophthalonitrile by the action of primary and secondary amines was studied. The reactions of tetrachlorophthalonitrile with amines at a ratio of 1: 10 gave with high yields and regioselectivity the corresponding 4,5-diamino-3,6-dichlorophthalonitriles from cyclic secondary amines and 4-amino-3,5,6-trichlorophthalonitriles from primary amines and acyclic secondary amines. 4-Amino-3,5,6-trichlorophthalonitriles were used to synthesize cobalt and zinc phthalocyanine complexes. It was shown that replacement of chlorine atoms in the pyrrolic beta-positions of hexadecachlorophthalocyanines by amino groups is not accompanied by red shift of the long-wave absorption band in the electronic spectra.

  DOI：

  10.1134/s1070363208090235