1-(2,6-difluorobenzyl)-3-phenyluracil | 246024-77-1

• 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-(2,6-difluorobenzyl)-3-phenyluracil
• 英文别名: 2,4(1H,3H)-Pyrimidinedione, 1-[(2,6-difluorophenyl)methyl]-3-phenyl-；1-[(2,6-difluorophenyl)methyl]-3-phenylpyrimidine-2,4-dione
• CAS: 246024-77-1
• 化学式: C₁₇H₁₂F₂N₂O₂
• 分子量: 314.291
• InChiKey: ASEAULHCUHZPPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,6-二氟溴苄 在 2,4,6-三甲基吡啶 、 copper(I) oxide 、 盐酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 22.0h， 生成 1-(2,6-difluorobenzyl)-3-phenyluracil
  参考文献：
  名称：

  Synthesis ofN-Aryl Uracils and Hypoxanthines and Their Biological Properties

  摘要：

  1-Benzyluracils 2a,b were treated with iodobenzene in the presence of cuprous oxide in 2,4,6-trimethylpyridine at 180 degrees C to give the N'-phenyl derivatives 3a and 3b in 47% and 55%, respectively. Similar reaction of 2a with 2-bromopyridine at 120 degrees C gave the 3-(2-pyridinyl)uracil 4a in 42% yield. However, unusual product 5 as well as 3-(2-pyridinyl) derivative 4b were obtained in the case of 2b. The structure of 5 was identified as 1-(2,6-difluorobenzyl)-3-[(2,4-dimethyl-2-pyridinyl)methyl]uracil from spectroscopic data Reaction of the hypoxanthines 7a,b with 2-bromopyridine gave the 1-(2-pyridinyl)hypoxanthines 8a,b in low yields. But N-phenylation of 7a,b were unsuccessful.

  DOI：

  10.1080/15257779908041534

文献信息

• Synthesis of<i>N</i>-Aryl Uracils and Hypoxanthines and Their Biological Properties
  作者：Tokumi Maruyama、Shigetada Kozai、Mayuko Uchida

  DOI：10.1080/15257779908041534

  日期：1999.4

  1-Benzyluracils 2a,b were treated with iodobenzene in the presence of cuprous oxide in 2,4,6-trimethylpyridine at 180 degrees C to give the N'-phenyl derivatives 3a and 3b in 47% and 55%, respectively. Similar reaction of 2a with 2-bromopyridine at 120 degrees C gave the 3-(2-pyridinyl)uracil 4a in 42% yield. However, unusual product 5 as well as 3-(2-pyridinyl) derivative 4b were obtained in the case of 2b. The structure of 5 was identified as 1-(2,6-difluorobenzyl)-3-[(2,4-dimethyl-2-pyridinyl)methyl]uracil from spectroscopic data Reaction of the hypoxanthines 7a,b with 2-bromopyridine gave the 1-(2-pyridinyl)hypoxanthines 8a,b in low yields. But N-phenylation of 7a,b were unsuccessful.