1-benzyl-4-methoxy-2(1H)-pyrimidinone | 246024-72-6

• 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-benzyl-4-methoxy-2(1H)-pyrimidinone
• 英文别名: 1-Benzyl-4-methoxypyrimidin-2-one
• CAS: 246024-72-6
• 化学式: C₁₂H₁₂N₂O₂
• 分子量: 216.239
• InChiKey: NOPVKIWWZHTZSK-UHFFFAOYSA-N

物化性质

• 沸点：
  336.0±35.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-benzyl-4-methoxy-2(1H)-pyrimidinone 在 2,4,6-三甲基吡啶 、 copper(I) oxide 、 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 21.0h， 生成 1-benzyl-3-(pyridin-2-yl)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
• 作为产物：
  描述：

  2,4-二甲氧基嘧啶 、 溴甲苯 以70%的产率得到1-benzyl-4-methoxy-2(1H)-pyrimidinone
  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