6-chloro-N-(2-chloro-4-nitrophenyl)-2-oxo-3-(triphenyl-lambda5-phosphanylidene)-4H-chromene-8-carboxamide | 860032-72-0

• 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: 6-chloro-N-(2-chloro-4-nitrophenyl)-2-oxo-3-(triphenyl-lambda5-phosphanylidene)-4H-chromene-8-carboxamide
• 英文别名: 6-chloro-N-(2-chloro-4-nitrophenyl)-2-oxo-3-(triphenyl-λ5-phosphanylidene)-4H-chromene-8-carboxamide
• CAS: 860032-72-0
• 化学式: C₃₄H₂₃Cl₂N₂O₅P
• 分子量: 641.447
• InChiKey: DIZJQSLXFZFACU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  44
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-chloro-N-(2-chloro-4-nitrophenyl)-2-oxo-3-(triphenyl-lambda5-phosphanylidene)-4H-chromene-8-carboxamide 、 对硝基苯甲醛 以 甲苯 为溶剂， 反应 8.0h， 以38%的产率得到6-chloro-N-(2-chloro-4-nitrophenyl)-3,4-dihydro-3-[(4-nitrophenyl)methylene]-2-oxo-2H-1-benzopyran-8-carboxamide
  参考文献：
  名称：

  Chemistry of Phosphorus Ylides. Part 22 [1]. Effect of Newly Synthesized Niclosamide Mannich Bases, Phosphopyranones, Phosphoranylidenes, and Oxaphosphinin on Some Metabolic Aspects of Biomphalaria Alexandrina

  摘要：

  Niclosamide reacts with secondary amines and formaldehyde under the condition of Mannich reaction, to give new Mannich bases. The reaction of these niclosamide Mannich bases with active phosphacumulene ylides affords the corresponding phenyliminopyranone, pyranone, and pyranthione, respectively. When Wittig reaction was carried out on the pyranone, using p-nitrobenzaldehyde, a new arylidene and triphenylphosphine oxide were obtained. On the other hand, stabilized phosphonium ylides affect the transylidation of niclosamide Mannich bases to the corresponding phosphoranylidenes. When diphenylmethylenetriphenylphosphorane reacts with a niclosamide Mannich base, an oxaphosphinin was obtained. The molluscicidal potency of the newly synthesized derivatives against Biomphalaria alexandrina was studied, too.

  DOI：

  10.1007/s00706-004-0226-2
• 作为产物：
  描述：

  氯硝柳胺 以 乙醇 、 水 、 甲苯 为溶剂， 反应 8.0h， 生成 6-chloro-N-(2-chloro-4-nitrophenyl)-2-oxo-3-(triphenyl-lambda5-phosphanylidene)-4H-chromene-8-carboxamide
  参考文献：
  名称：

  Chemistry of Phosphorus Ylides. Part 22 [1]. Effect of Newly Synthesized Niclosamide Mannich Bases, Phosphopyranones, Phosphoranylidenes, and Oxaphosphinin on Some Metabolic Aspects of Biomphalaria Alexandrina

  摘要：

  Niclosamide reacts with secondary amines and formaldehyde under the condition of Mannich reaction, to give new Mannich bases. The reaction of these niclosamide Mannich bases with active phosphacumulene ylides affords the corresponding phenyliminopyranone, pyranone, and pyranthione, respectively. When Wittig reaction was carried out on the pyranone, using p-nitrobenzaldehyde, a new arylidene and triphenylphosphine oxide were obtained. On the other hand, stabilized phosphonium ylides affect the transylidation of niclosamide Mannich bases to the corresponding phosphoranylidenes. When diphenylmethylenetriphenylphosphorane reacts with a niclosamide Mannich base, an oxaphosphinin was obtained. The molluscicidal potency of the newly synthesized derivatives against Biomphalaria alexandrina was studied, too.

  DOI：

  10.1007/s00706-004-0226-2