5-(4-chlorophenyl)-7-hydroxy-6-phenyl-4,5,6,7-tetrahydro[1,2,4]triazolo[1,5-a]pyrimidine-7-carboxylic acid

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 5-(4-chlorophenyl)-7-hydroxy-6-phenyl-4,5,6,7-tetrahydro[1,2,4]triazolo[1,5-a]pyrimidine-7-carboxylic acid
• 英文别名: (5S,6R)-5-(4-chlorophenyl)-7-hydroxy-6-phenyl-5,6-dihydro-4H-[1,2,4]triazolo[1,5-a]pyrimidine-7-carboxylic acid
• 化学式: C₁₈H₁₅ClN₄O₃
• 分子量: 370.795
• InChiKey: HIQAZQFVSMOXKR-QOYAAKSSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  100
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-(4-chlorophenyl)-7-hydroxy-6-phenyl-4,5,6,7-tetrahydro[1,2,4]triazolo[1,5-a]pyrimidine-7-carboxylic acid 在 溶剂黄146 作用下， 反应 0.67h， 生成 5-(4-chlorophenyl)-3-hydroxy-4-phenyl-1-(2H-1,2,4-triazol-3-yl)-1H-pyrrol-2(5H)-one
  参考文献：
  名称：

  Multicomponent cyclocondensation reactions of aminoazoles, arylpyruvic acids and aldehydes with controlled chemoselectivity

  摘要：

  The multicomponent reactions of 3-amino-1,2,4-triazoles/5-aminotetrazole with phenylpyruvic acids and aromatic aldehydes were studied using conventional thermal heating, ultrasonification and microwave dielectric heating. Two different reaction pathways for these cyclocondensations occurring under either kinetic or thermodynamic control were established depending on the temperature regime and building block selection. In case of aminotriazoles, an unprecedented reaction pathway leading to 5-aryl-7-hydroxy-6-phenyl-4,5,6,7-tetrahydro [1,2,4]triazolol [1,5-a]pyrimidine-7-carboxylic acids was found and discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.09.089
• 作为产物：
  描述：

  苯丙酮酸 、 1-(4-chlorophenyl)-N-(1H-1,2,4-triazol-5-yl)methanimine 在 溶剂黄146 作用下， 反应 0.5h， 生成 5-(4-chlorophenyl)-7-hydroxy-6-phenyl-4,5,6,7-tetrahydro[1,2,4]triazolo[1,5-a]pyrimidine-7-carboxylic acid
  参考文献：
  名称：

  Multicomponent cyclocondensation reactions of aminoazoles, arylpyruvic acids and aldehydes with controlled chemoselectivity

  摘要：

  The multicomponent reactions of 3-amino-1,2,4-triazoles/5-aminotetrazole with phenylpyruvic acids and aromatic aldehydes were studied using conventional thermal heating, ultrasonification and microwave dielectric heating. Two different reaction pathways for these cyclocondensations occurring under either kinetic or thermodynamic control were established depending on the temperature regime and building block selection. In case of aminotriazoles, an unprecedented reaction pathway leading to 5-aryl-7-hydroxy-6-phenyl-4,5,6,7-tetrahydro [1,2,4]triazolol [1,5-a]pyrimidine-7-carboxylic acids was found and discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.09.089

文献信息

• Multicomponent cyclocondensation reactions of aminoazoles, arylpyruvic acids and aldehydes with controlled chemoselectivity
  作者：Yana I. Sakhno、Sergey M. Desenko、Svetlana V. Shishkina、Oleg. V. Shishkin、Dmytro O. Sysoyev、Ulrich Groth、C. Oliver Kappe、Valentin A. Chebanov

  DOI：10.1016/j.tet.2008.09.089

  日期：2008.12

  The multicomponent reactions of 3-amino-1,2,4-triazoles/5-aminotetrazole with phenylpyruvic acids and aromatic aldehydes were studied using conventional thermal heating, ultrasonification and microwave dielectric heating. Two different reaction pathways for these cyclocondensations occurring under either kinetic or thermodynamic control were established depending on the temperature regime and building block selection. In case of aminotriazoles, an unprecedented reaction pathway leading to 5-aryl-7-hydroxy-6-phenyl-4,5,6,7-tetrahydro [1,2,4]triazolol [1,5-a]pyrimidine-7-carboxylic acids was found and discussed. (C) 2008 Elsevier Ltd. All rights reserved.