1,3,5-trimethylpteridine-2,4,6(1H,3H,5H)-trione | 103262-72-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: 1,3,5-trimethylpteridine-2,4,6(1H,3H,5H)-trione
• 英文别名: 1,3,5-Trimethylpteridin-2,4,6(1H,3H,5H)-trion；5,6-Dihydro-1,3,5-trimethyl-6-oxolumazin；1,3,5-trimethyl-1,5-dihydro-pteridine-2,4,6-trione；1,3,5-Trimethyl-1,5-dihydro-pteridin-2,4,6-trion；1,3,5-Trimethylpteridine-2,4,6-trione
• CAS: 103262-72-2
• 化学式: C₉H₁₀N₄O₃
• 分子量: 222.203
• InChiKey: DOEJDLGRLSSRFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  73.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  正丙胺 、 1,3,5-trimethylpteridine-2,4,6(1H,3H,5H)-trione 在 AgPy₂MNo₄ 作用下， 生成 1,3,5-trimethyl-7-(propylamino)pteridine-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  Oxidative alkylamination of azinones as a direct route to aminoazinones: study of some condensed diazinones

  摘要：

  Oxidative alkylamination of azinones is a promising method for the preparation of a great variety of alkylaminoazinones. Treatment of 6,8-dimethyl-2-R-pyrimido[4,5-c]pyridazin-3,5,7(2H,6H,8H)-triones 7, 1,3-dimethyl-5-R-pteridin-2,4,6(1H,3H,6H)-triones 8 and 1,3,6-trimethylpyrimido[4,5-d]pyrimidin-2,4,7(1H,3H,6H)-trione 9 with alkylamine/AgPy2MnO4 or alkylamine/KMnO4 has been shown to produce their 4-, 7- and 5-alkylamino derivatives, respectively, in good yields. While 1-methylquinoxalin-2(1H)-one 10 is smoothly alkylaminated under the above conditions giving 3-alkylamino derivatives, quinoxaline itself does not take part in this reaction. Factors influencing oxidative alkylamination of azinones and a regioselectivity of the process are discussed. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.11.029
• 作为产物：
  描述：

  6-chloro-1,3-dimethylpteridine-2,4(1H,3H)-dione 在 水 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 1,3,5-trimethylpteridine-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  蝶啶。Teil LXXIX。合成，光化学和杂环化学试剂N，-烷基硫酰胺†

  摘要：

  杂环N-烷基硫代酰胺的合成，反应和光化学

  DOI：

  10.1002/hlca.19860690322

文献信息

• Pfleiderer, Chemische Berichte, 1957, vol. 90, p. 2631,2633,2635
  作者：Pfleiderer

  DOI：——

  日期：——
• HECKEL, A.;PFLEIDERER, W., HELV. CHIM. ACTA, 1986, 69, N 3, 704-707
  作者：HECKEL, A.、PFLEIDERER, W.

  DOI：——

  日期：——
• Oxidative alkylamination of azinones as a direct route to aminoazinones: study of some condensed diazinones
  作者：Anna V. Gulevskaya、Oleg N. Burov、Alexander F. Pozharskii、Mikhail E. Kletskii、Inna N. Korbukova

  DOI：10.1016/j.tet.2007.11.029

  日期：2008.1

  Oxidative alkylamination of azinones is a promising method for the preparation of a great variety of alkylaminoazinones. Treatment of 6,8-dimethyl-2-R-pyrimido[4,5-c]pyridazin-3,5,7(2H,6H,8H)-triones 7, 1,3-dimethyl-5-R-pteridin-2,4,6(1H,3H,6H)-triones 8 and 1,3,6-trimethylpyrimido[4,5-d]pyrimidin-2,4,7(1H,3H,6H)-trione 9 with alkylamine/AgPy2MnO4 or alkylamine/KMnO4 has been shown to produce their 4-, 7- and 5-alkylamino derivatives, respectively, in good yields. While 1-methylquinoxalin-2(1H)-one 10 is smoothly alkylaminated under the above conditions giving 3-alkylamino derivatives, quinoxaline itself does not take part in this reaction. Factors influencing oxidative alkylamination of azinones and a regioselectivity of the process are discussed. (C) 2007 Elsevier Ltd. All rights reserved.
• Pteridine. Teil LXXIX. Synthese, Reaktionen und Photochemie heterocyclischerN,-Alkylthioamide
  作者：Armin Heckel、Wolfgang Pfleiderer

  DOI：10.1002/hlca.19860690322

  日期：1986.5.7

  Synthesis, Reactions, and Photochemistry of Heterocyclic N-Alkylthioamides

  杂环N-烷基硫代酰胺的合成，反应和光化学