1-(2,6-difluorobenzyl)uracil | 246024-74-8

• 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)uracil
• 英文别名: 1-[(2,6-Difluorophenyl)methyl]pyrimidine-2,4-dione
• CAS: 246024-74-8
• 化学式: C₁₁H₈F₂N₂O₂
• mdl: MFCD32175010
• 分子量: 238.194
• InChiKey: LZMNNLDXIVGTRZ-UHFFFAOYSA-N

物化性质

• 密度：
  1.430±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  碘苯 、 1-(2,6-difluorobenzyl)uracil 在 2,4,6-三甲基吡啶 、 copper(I) oxide 作用下， 反应 20.0h， 以55%的产率得到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
• 作为产物：
  描述：

  2,6-二氟溴苄 在 盐酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 2.0h， 生成 1-(2,6-difluorobenzyl)uracil
  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.