13-<3-(N-ethyl-N-phenyl-amino)propyl>-1,4,7,10-tetraoxa-13-azacyclopentadecane | 222020-16-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 13-<3-(N-ethyl-N-phenyl-amino)propyl>-1,4,7,10-tetraoxa-13-azacyclopentadecane
• CAS: 222020-16-8
• 化学式: C₂₁H₃₆N₂O₄
• 分子量: 380.528
• InChiKey: PVXOJOABNOKSJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.4
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  13-<3-(N-ethyl-N-phenyl-amino)propyl>-1,4,7,10-tetraoxa-13-azacyclopentadecane 在 cadmium(II) iodide 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 7.75h， 生成 2-amino-4-<4-N-ethyl-N-3-(1,4,7,10-tetraoxa-13-aza-13-cyclopentadecyl)-propylamino-phenyl>-1,3-butadiene-1,1,3-tricarbonitrile
  参考文献：
  名称：

  Spacer-chromoionophores - polymethine dye substituted aza-crown ethers with increased complexation ability

  摘要：

  Aromatic aldehyde derivatives of N-phenyl-aza-15-crown-5 2, N-phenyl-aza-18-crown-6 8, and benzo-15-crown-5 10 are condensed with malononitrile and 2-amino-1,1,3-tricyano-1-propene to give light yellow to orange colored crown ether derivatives 4, 5a, 9a, 11, and 12. 5a and 9a were acylated with ethyl chloroformate to give the magenta colored dyes 5b and 9b, respectively. By condensation of N-(4-nitrosophenyl)-aza-15-crown-5 3 with 2-amino-1,1,3-tricyano-1-propene the magenta dye 6a is obtained. Acylation of 6a with ethyl chloroformiate leads to the deep blue colored dye 6b. In these derivatives the nitrogen or oxygen atoms of the crown ethers are part of the chro-mophoric system and binding properties are affected. Further chromophoric derivatives of aza-crown ethers are stu-died in which these are separated from the chromophoric moiety by a spacer. N-(omega-chloroalkyl)-N-alkylanilines 14a-c were attached to aza-15-crown-5 13a and aza-18-crown-6 13b to yield the spacer crown ether derivatives 15a-c and 16a-c, respectively. The formylated spacer crown ether derivatives 17a-c and 18b were condensed with 2-amino-1,1,3-tricyano-1-propene to give the orange spacer-chromoionophores 19a-c and 20. In these crown ether derivatives the extended conjugation is interrupted by the spacer and good binding properties are obtained. The complex formation constants of the crown ether derivatives with Naf and Kf are determined using H-1 NMR spectroscopy.

  DOI：

  10.1002/(sici)1521-3897(199901)341:1<20::aid-prac20>3.0.co;2-v
• 作为产物：
  描述：

  N-ethyl-N-(3-chloro-propyl)-aniline 、 氮杂-15-冠醚-5 在 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 40.0h， 以48%的产率得到13-<3-(N-ethyl-N-phenyl-amino)propyl>-1,4,7,10-tetraoxa-13-azacyclopentadecane
  参考文献：
  名称：

  Spacer-chromoionophores - polymethine dye substituted aza-crown ethers with increased complexation ability

  摘要：

  Aromatic aldehyde derivatives of N-phenyl-aza-15-crown-5 2, N-phenyl-aza-18-crown-6 8, and benzo-15-crown-5 10 are condensed with malononitrile and 2-amino-1,1,3-tricyano-1-propene to give light yellow to orange colored crown ether derivatives 4, 5a, 9a, 11, and 12. 5a and 9a were acylated with ethyl chloroformate to give the magenta colored dyes 5b and 9b, respectively. By condensation of N-(4-nitrosophenyl)-aza-15-crown-5 3 with 2-amino-1,1,3-tricyano-1-propene the magenta dye 6a is obtained. Acylation of 6a with ethyl chloroformiate leads to the deep blue colored dye 6b. In these derivatives the nitrogen or oxygen atoms of the crown ethers are part of the chro-mophoric system and binding properties are affected. Further chromophoric derivatives of aza-crown ethers are stu-died in which these are separated from the chromophoric moiety by a spacer. N-(omega-chloroalkyl)-N-alkylanilines 14a-c were attached to aza-15-crown-5 13a and aza-18-crown-6 13b to yield the spacer crown ether derivatives 15a-c and 16a-c, respectively. The formylated spacer crown ether derivatives 17a-c and 18b were condensed with 2-amino-1,1,3-tricyano-1-propene to give the orange spacer-chromoionophores 19a-c and 20. In these crown ether derivatives the extended conjugation is interrupted by the spacer and good binding properties are obtained. The complex formation constants of the crown ether derivatives with Naf and Kf are determined using H-1 NMR spectroscopy.

  DOI：

  10.1002/(sici)1521-3897(199901)341:1<20::aid-prac20>3.0.co;2-v