3-(5-carboxy-2-chlorophenylaminomethylene)-2-methoxychroman-4-one | 1314136-09-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(5-carboxy-2-chlorophenylaminomethylene)-2-methoxychroman-4-one
• CAS: 1314136-09-8
• 化学式: C₁₈H₁₄ClNO₅
• 分子量: 359.766
• InChiKey: PMFOHOMTFDEJKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  84.86
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  3-氨基-4-氯苯甲酸 、 色酮-3-甲醛 以 甲醇 为溶剂， 以73%的产率得到3-(5-carboxy-2-chlorophenylaminomethylene)-2-methoxychroman-4-one
  参考文献：
  名称：

  The new organic ligand: 3-(5-Carboxy-2-chlorophenylaminomethylene)-2-methoxychroman-4-one. Structural, spectral and thermal aspects

  摘要：

  The new organic ligand, 3-(5-carboxy-2-chlorophenylaminomethylene)-2-methoxychroman-4-one was synthesized. The crystal structure, FTIR, UV-VIS and H-1 NMR spectra, and thermal stability of this chromanone have been analysed. It is the first X-ray structure determination of 3-(5-carboxy-2-chlorophenylaminomethylene)-2-methoxychroman-4-one. It has been found that reaction between 3-formylchromone and 3-amino-4-chlorobenzoic acid allows to obtain derivative of 4-chromanone by the mechanism of nucleophilic addition, accompanied by the opening of the pyrone ring. The FTIR spectra and X-ray analysis showed the presence of methoxy-group and intramolecular and intermolecular hydrogen bonds. According to the thermal investigation this compound is stable up to 128 degrees C in air atmosphere, above this temperature the ligand decomposes. This chromanone may be used as precursor to synthesis metal chelates. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.05.003