1,3,5-trimethyl-6-(p-tolyl)uracil | 1420466-95-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1,3,5-trimethyl-6-(p-tolyl)uracil
• 英文别名: 1,3,5-Trimethyl-6-(4-methylphenyl)pyrimidine-2,4-dione；1,3,5-trimethyl-6-(4-methylphenyl)pyrimidine-2,4-dione
• CAS: 1420466-95-0
• 化学式: C₁₄H₁₆N₂O₂
• 分子量: 244.293
• InChiKey: PXXNQHJQDNYNGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-二甲基胸腺嘧啶 、 4-碘甲苯 在 copper(I) bromide 、 lithium tert-butoxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以46%的产率得到1,3,5-trimethyl-6-(p-tolyl)uracil
  参考文献：
  名称：

  Regioselective arylation of uracil and 4-pyridone derivatives via copper(I) bromide mediated C–H bond activation

  摘要：

  A facile and effective synthesis of 6-aryluracil derivatives was accomplished by the direct C H bond activation for arylation. A series of 6-aryl-1,3-dimethyluracils were synthesized from the reaction of 1,3-dimethyluracil with various phenyl iodides in DMF, in the presence of copper(I) bromide as the catalyst and lithium tert-butoxide as the base. This methodology is applicable to a variety of 5-substituted uracils as well as 4-pyridone to provide direct accesses to versatile uracil and 4-pyridone derivatives. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.11.001

文献信息

• Regioselective arylation of uracil and 4-pyridone derivatives via copper(I) bromide mediated C–H bond activation
  作者：Chien Cheng、Yu-Chiao Shih、Hui-Ting Chen、Tun-Cheng Chien

  DOI：10.1016/j.tet.2012.11.001

  日期：2013.1

  A facile and effective synthesis of 6-aryluracil derivatives was accomplished by the direct C H bond activation for arylation. A series of 6-aryl-1,3-dimethyluracils were synthesized from the reaction of 1,3-dimethyluracil with various phenyl iodides in DMF, in the presence of copper(I) bromide as the catalyst and lithium tert-butoxide as the base. This methodology is applicable to a variety of 5-substituted uracils as well as 4-pyridone to provide direct accesses to versatile uracil and 4-pyridone derivatives. (C) 2012 Elsevier Ltd. All rights reserved.