1,3,6-trimethyl-7-(methylthio)pyrimido[5,4-g]pteridine-2,4,5-(1H,3H,6H)-trione 10-oxide | 34859-42-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 1,3,6-trimethyl-7-(methylthio)pyrimido[5,4-g]pteridine-2,4,5-(1H,3H,6H)-trione 10-oxide
• 英文别名: 1,3,6-trimethyl-7-(methylthio)pyrimido<5,4-g>pteridine-2,4,5-(1H,3H,6H)-trione 10-oxide；1,3,7-trimethyl-8-methylsulfanyl-5-oxy-1H,7H-pyrimido[5,4-g]pteridine-2,4,6-trione
• CAS: 34859-42-2
• 化学式: C₁₂H₁₂N₆O₄S
• 分子量: 336.331
• InChiKey: DJERZVRZVFXRDL-UHFFFAOYSA-N

物化性质

• 沸点：
  704.6±70.0 °C(Predicted)
• 密度：
  1.74±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.77
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  118.72
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  4-amino-1,6-dihydro-1-methyl-2-methylthio-5-nitroso-6-oxo-pyrimidine 、 1,3-二甲基-6-亚氨基-5-异亚硝基尿嘧啶 在 lead(IV) acetate 作用下， 以 溶剂黄146 为溶剂， 以40%的产率得到1,3,6-trimethyl-7-(methylthio)pyrimido[5,4-g]pteridine-2,4,5-(1H,3H,6H)-trione 10-oxide
  参考文献：
  名称：

  Mechanistic aspects of the oxidation of 1,3-disubstituted 6-amino-5-nitrosouracils with lead tetraacetate: the formation of pyrimido[5,4-g]pteridinetetrone 10-oxides

  摘要：

  Lead tetraacetate oxidation of 1,3-disubstituted 6-amino-5-nitrosouracils 1 in glacial acetic acid results in the formation of 1,3,6,8-tetrasubstituted pyrimido[5,4-g]pteridine-2,4,5,7(1H,3H,6H,8H)-tetrone 10-oxides 2. ESR studies and a number of chemical observations suggest a novel reaction sequence involving oxidative dimerization of 1 followed by intramolecular cyclization, oxidation, and homolytic elimination of nitrous oxide.

  DOI：

  10.1021/jo00022a017