ethyl 3-(4-methylbenzoyl)-1H-pyrazole-5-carboxylate

• 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: ethyl 3-(4-methylbenzoyl)-1H-pyrazole-5-carboxylate
• 化学式: C₁₄H₁₄N₂O₃
• 分子量: 258.277
• InChiKey: DABVJKQLMLOQCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-甲基苯基乙二醛水合物 、 丙烯酸乙酯 在 caesium carbonate 、 对甲苯磺酰肼 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 以87%的产率得到ethyl 3-(4-methylbenzoyl)-1H-pyrazole-5-carboxylate
  参考文献：
  名称：

  One-pot synthesis of polyfunctional pyrazoles: an easy access to α-diazoketones from arylglyoxal monohydrates and tosylhydrazine

  摘要：

  A new and efficient method for the generation of alpha-diazoketones has been developed from arylglyoxal monohydrates and tosylhydrazine at room temperature. 1,3-Dipolar cycloaddition reactions were used to constructing polyfunctional pyrazole derivatives by the reaction of generated alpha-diazoketones in situ with electron-deficient alkenes, quinones and coumarins in one pot. The one-dimensional molecular packing of 1H-benzo[f]indazole-4,9-dione derivatives along the c direction demonstrated a helical chain formation via N-H center dot center dot center dot O hydrogen-bonding. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.10.044

文献信息

• One-pot synthesis of polyfunctional pyrazoles: an easy access to α-diazoketones from arylglyoxal monohydrates and tosylhydrazine
  作者：Wen-Ming Shu、Jun-Rui Ma、Kai-Lu Zheng、Hui-Ying Sun、Mei Wang、Yan Yang、An-Xin Wu

  DOI：10.1016/j.tet.2014.10.044

  日期：2014.12

  A new and efficient method for the generation of alpha-diazoketones has been developed from arylglyoxal monohydrates and tosylhydrazine at room temperature. 1,3-Dipolar cycloaddition reactions were used to constructing polyfunctional pyrazole derivatives by the reaction of generated alpha-diazoketones in situ with electron-deficient alkenes, quinones and coumarins in one pot. The one-dimensional molecular packing of 1H-benzo[f]indazole-4,9-dione derivatives along the c direction demonstrated a helical chain formation via N-H center dot center dot center dot O hydrogen-bonding. (C) 2014 Elsevier Ltd. All rights reserved.