2-[(4-Chlorophenyl)-3,5-dimethyl-pyrazol-1-yl-methyl]-malonic acid diethyl ester | 1253518-05-6

• 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: 2-[(4-Chlorophenyl)-3,5-dimethyl-pyrazol-1-yl-methyl]-malonic acid diethyl ester
• 英文别名: 2-[(4-Chloro-phenyl)-(3,5-dimethyl-pyrazol-1-yl)-methyl]-malonic acid diethyl ester；diethyl 2-[(4-chlorophenyl)-(3,5-dimethylpyrazol-1-yl)methyl]propanedioate
• CAS: 1253518-05-6
• 化学式: C₁₉H₂₃ClN₂O₄
• 分子量: 378.856
• InChiKey: QUCWSONCIHAVRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,5-二甲基吡唑 、 [(4-氯苯基)亚甲基]丙二酸二乙酯 以 水 为溶剂， 反应 168.0h， 以73%的产率得到2-[(4-Chlorophenyl)-3,5-dimethyl-pyrazol-1-yl-methyl]-malonic acid diethyl ester
  参考文献：
  名称：

  An efficient protocol for accessing β-amino dicarbonyl compounds through aza-Michael reaction

  摘要：

  beta-Amino dicarbonyl compounds comprise a class of useful ligands on the coordination chemistry. In view of their importance, an efficient and facile method for the synthesis of beta-amino dicarbonyl compounds has been developed, exploring the aza-Michael addition reactions in an aqueous medium. It was possible to achieve good to excellent yields, along with regioselectivity, the substituted diethyl 2-(phenylmethyl)malonates that were easily isolated without any chromatographic purification. The correct configuration of two of these beta-amino dicarbonyl compounds were confirmed by X-ray crystallography. A complementary mechanism of this aza-Michael protocol is proposed to explain the results obtained.

  DOI：

  10.1590/s0103-50532010000600025