1,3-dimethyl-5-[(5-methylthiophen-2-yl)methyl]pyrimidine-2,4,6(1H,3H,5H)-trione

• 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-dimethyl-5-[(5-methylthiophen-2-yl)methyl]pyrimidine-2,4,6(1H,3H,5H)-trione
• 英文别名: 1,3-dimethyl-5-[(5-methylthiophen-2-yl)methyl]-1,3-diazinane-2,4,6-trione
• 化学式: C₁₂H₁₄N₂O₃S
• 分子量: 266.321
• InChiKey: LFYXOGJPCWTKNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  85.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 cytisine 、 1,3-dimethyl-5-[(5-methylthiophen-2-yl)methyl]pyrimidine-2,4,6(1H,3H,5H)-trione 以 水 为溶剂， 反应 1.0h， 以75%的产率得到1,3-dimethyl-5-[(5-methylthiophen-2-yl)methyl]-5-[[(1R,9S)-6-oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-11-yl]methyl]-1,3-diazinane-2,4,6-trione
  参考文献：
  名称：

  Chemical modification of plant alkaloids. I. Aminomethylation of barbituric acid derivatives by cytisine

  摘要：

  Reaction of cytisine with 1-mono- and 1,3-disubstituted 5-arylmethylbarbituric acids in the presence of formaldehyde results in aminomethylation of C-5 to form the corresponding 5-cytisylmethylbarbituric acids. The structures of the products are found using PMR spectroscopy mid mass spectrometry. 1-Phenyl-5-(2,4-dimethoxybenzyl)-5-cytisylmethylbarbituric acid is obtained as a mixture of two steroisomers in an approximately 2:1 ratio.

  DOI：

  10.1007/bf02236429
• 作为产物：
  描述：

  1,3-Dimethyl-5-(5-methyl-thiophen-2-ylmethylene)-pyrimidine-2,4,6-trione 在 sodium tetrahydroborate 作用下， 以 水 、 异丙醇 为溶剂， 以70%的产率得到1,3-dimethyl-5-[(5-methylthiophen-2-yl)methyl]pyrimidine-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  Chemical modification of plant alkaloids. I. Aminomethylation of barbituric acid derivatives by cytisine

  摘要：

  Reaction of cytisine with 1-mono- and 1,3-disubstituted 5-arylmethylbarbituric acids in the presence of formaldehyde results in aminomethylation of C-5 to form the corresponding 5-cytisylmethylbarbituric acids. The structures of the products are found using PMR spectroscopy mid mass spectrometry. 1-Phenyl-5-(2,4-dimethoxybenzyl)-5-cytisylmethylbarbituric acid is obtained as a mixture of two steroisomers in an approximately 2:1 ratio.

  DOI：

  10.1007/bf02236429