ethyl 7-(3,4-dicyanophenoxy)coumarin-3-carboxylate | 1253815-24-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: ethyl 7-(3,4-dicyanophenoxy)coumarin-3-carboxylate
• 英文别名: Ethyl 7-(3,4-dicyanophenoxy)-2-oxochromene-3-carboxylate；ethyl 7-(3,4-dicyanophenoxy)-2-oxochromene-3-carboxylate
• CAS: 1253815-24-5
• 化学式: C₂₀H₁₂N₂O₅
• 分子量: 360.326
• InChiKey: UCCCPEGUNUXDHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  109
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  zinc(II) acetate dihydrate 、 ethyl 7-(3,4-dicyanophenoxy)coumarin-3-carboxylate 以 further solvent(s) 为溶剂， 以22%的产率得到2,9(10),16(17),23(24)-tetrakis-(4-(2-(2-[2-(2-hydroxyethoxy)ethoxy]ethoxy)ethoxy))phthalocyaninato zinc(II)
  参考文献：
  名称：

  Derivatizable novel β-tetra 7-oxycoumarin-3-carboxylate substituted metallophthalocyanines: Synthesis and characterization

  摘要：

  In this study, a novel phthalonitrile, ethyl 7-(3,4-dicyanophenoxy)coumarin-3-carboxylate (1), was prepared and characterized. The metallophthalocyanines (3-6) were prepared by cyclotetramerization of 1 with the corresponding metal salts [Zn(OAc)(2)center dot 2H(2)O, Co(OAc)(2)center dot 4H(2)O, Cu(OAc)(2), Ni(OAc)(2)center dot 4H(2)O] in 2-chloronaphthalene. Reaction of 3 with aqueous hydrochloric acid gave the coumarino-zincphthalocyanine (3a) carrying carboxyl groups at the 3-position of all the coumarin moieties. Treatment of compound 3a with aqueous NaOH/AgNO3 or aqueous NaOH in N,N-dimethylformamide (DMF) gave the expected silver (3c) or sodium (3d) salts, respectively. The four carboxylic groups in coumarino-zincphthalocyanine (3a) and the four carboxylate groups in 3d make the compounds have good solubility in water. Heating of the acyl chloride derivative of 3 with morpholine in DMF yielded the corresponding 3-carboxymorpholinamide (3b). The newly prepared compounds, phthalonitrile and metallophthalocyanines, have been characterized by FT-IR, UV-Vis, MALDI-TOF and H-1 NMR spectroscopies. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.06.016
• 作为产物：
  描述：

  4-硝基邻苯二甲腈 、 7-羟基香豆素-3-羧酸乙酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以54%的产率得到ethyl 7-(3,4-dicyanophenoxy)coumarin-3-carboxylate
  参考文献：
  名称：

  Derivatizable novel β-tetra 7-oxycoumarin-3-carboxylate substituted metallophthalocyanines: Synthesis and characterization

  摘要：

  In this study, a novel phthalonitrile, ethyl 7-(3,4-dicyanophenoxy)coumarin-3-carboxylate (1), was prepared and characterized. The metallophthalocyanines (3-6) were prepared by cyclotetramerization of 1 with the corresponding metal salts [Zn(OAc)(2)center dot 2H(2)O, Co(OAc)(2)center dot 4H(2)O, Cu(OAc)(2), Ni(OAc)(2)center dot 4H(2)O] in 2-chloronaphthalene. Reaction of 3 with aqueous hydrochloric acid gave the coumarino-zincphthalocyanine (3a) carrying carboxyl groups at the 3-position of all the coumarin moieties. Treatment of compound 3a with aqueous NaOH/AgNO3 or aqueous NaOH in N,N-dimethylformamide (DMF) gave the expected silver (3c) or sodium (3d) salts, respectively. The four carboxylic groups in coumarino-zincphthalocyanine (3a) and the four carboxylate groups in 3d make the compounds have good solubility in water. Heating of the acyl chloride derivative of 3 with morpholine in DMF yielded the corresponding 3-carboxymorpholinamide (3b). The newly prepared compounds, phthalonitrile and metallophthalocyanines, have been characterized by FT-IR, UV-Vis, MALDI-TOF and H-1 NMR spectroscopies. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.06.016

文献信息

• Derivatizable novel β-tetra 7-oxycoumarin-3-carboxylate substituted metallophthalocyanines: Synthesis and characterization
  作者：Eyüp Dur、Mustafa Bulut

  DOI：10.1016/j.poly.2010.06.016

  日期：2010.9

  In this study, a novel phthalonitrile, ethyl 7-(3,4-dicyanophenoxy)coumarin-3-carboxylate (1), was prepared and characterized. The metallophthalocyanines (3-6) were prepared by cyclotetramerization of 1 with the corresponding metal salts [Zn(OAc)(2)center dot 2H(2)O, Co(OAc)(2)center dot 4H(2)O, Cu(OAc)(2), Ni(OAc)(2)center dot 4H(2)O] in 2-chloronaphthalene. Reaction of 3 with aqueous hydrochloric acid gave the coumarino-zincphthalocyanine (3a) carrying carboxyl groups at the 3-position of all the coumarin moieties. Treatment of compound 3a with aqueous NaOH/AgNO3 or aqueous NaOH in N,N-dimethylformamide (DMF) gave the expected silver (3c) or sodium (3d) salts, respectively. The four carboxylic groups in coumarino-zincphthalocyanine (3a) and the four carboxylate groups in 3d make the compounds have good solubility in water. Heating of the acyl chloride derivative of 3 with morpholine in DMF yielded the corresponding 3-carboxymorpholinamide (3b). The newly prepared compounds, phthalonitrile and metallophthalocyanines, have been characterized by FT-IR, UV-Vis, MALDI-TOF and H-1 NMR spectroscopies. (C) 2010 Elsevier Ltd. All rights reserved.