7-(4-chlorophenyl)-2-ethoxy-4-(2'-thienyl)pyrazolo[1,5-a][1, 3,5]triazine | 1428328-83-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 7-(4-chlorophenyl)-2-ethoxy-4-(2'-thienyl)pyrazolo[1,5-a][1, 3,5]triazine
• 英文别名: 7-(4-Chlorophenyl)-2-ethoxy-4-thiophen-2-ylpyrazolo[1,5-a][1,3,5]triazine；7-(4-chlorophenyl)-2-ethoxy-4-thiophen-2-ylpyrazolo[1,5-a][1,3,5]triazine
• CAS: 1428328-83-9
• 化学式: C₁₇H₁₃ClN₄OS
• 分子量: 356.835
• InChiKey: KBDZQTQXHIELIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  80.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  O,S-diethyl N-(2-thenoyl)imidothiocarbonate 、 3-(4-氯苯基)-1H-吡唑-5-胺 以 neat (no solvent) 为溶剂， 反应 0.3h， 以13%的产率得到7-(4-chlorophenyl)-2-ethylthio-4-(2'-thienyl)pyrazolo[1,5-a][1,3,5]triazine
  参考文献：
  名称：

  Solvent-Free Microwave-Assisted Synthesis of Novel 4-Hetarylpyrazolo[1,5-a][1,3,5]triazines

  摘要：

  A series of novel 4‐hetaryl substituted pyrazolo[1,5‐a][1,3,5]triazines were synthesized by microwave assisted reaction between O,S‐diethyl hetaroylimidothiocarbonates and 5‐amino‐3‐aryl‐1H‐pyrazoles under solvent‐free conditions. This procedure led to the formation of mixtures of two new pyrazolotriazine derivatives in a 1:4 ratio, which were separated by column chromatography being their corresponding structures unambiguously established by spectroscopic and analytical techniques. Comparison of the reactions mediated by microwave irradiation and by conventional heating in solution of DMF showed that both procedures afforded the same mixtures of products, but the first approach required shorter reaction times and gave higher yields than the second one.

  DOI：

  10.1002/jhet.974

文献信息

• Solvent-Free Microwave-Assisted Synthesis of Novel 4-Hetarylpyrazolo[1,5-<i>a</i>][1,3,5]triazines
  作者：Henry Insuasty、Sandra Estrada、Jairo Quiroga、Braulio Insuasty、Rodrigo Abonia、Manuel Nogueras、Justo Cobo

  DOI：10.1002/jhet.974

  日期：2012.11

  A series of novel 4‐hetaryl substituted pyrazolo[1,5‐a][1,3,5]triazines were synthesized by microwave assisted reaction between O,S‐diethyl hetaroylimidothiocarbonates and 5‐amino‐3‐aryl‐1H‐pyrazoles under solvent‐free conditions. This procedure led to the formation of mixtures of two new pyrazolotriazine derivatives in a 1:4 ratio, which were separated by column chromatography being their corresponding structures unambiguously established by spectroscopic and analytical techniques. Comparison of the reactions mediated by microwave irradiation and by conventional heating in solution of DMF showed that both procedures afforded the same mixtures of products, but the first approach required shorter reaction times and gave higher yields than the second one.