1,3-dihydro-6-dihydroxy-6-methylpyrimidine-2,4,5-trione | 1220690-65-2

• 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-dihydro-6-dihydroxy-6-methylpyrimidine-2,4,5-trione
• 英文别名: 6-hydroxy-6-methyldihydropyrimidine-2,4,5(3H)-trione；6-hydroxy-6-methyldihydropyrimidine-2,4,5-trione；Dihydro-6-hydroxy-6-methylpyrimidine-2,4,5-trione；6-hydroxy-6-methyl-1,3-diazinane-2,4,5-trione
• CAS: 1220690-65-2
• 化学式: C₅H₆N₂O₄
• 分子量: 158.114
• InChiKey: SBEJNMNSRMXYBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  95.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-羟基-6-甲基嘧啶-2,4(1H,3H)-二酮 在 偶氮二异丁腈 、 氧气 作用下， 以 异丙醇 为溶剂， 以87%的产率得到1,3-dihydro-6-dihydroxy-6-methylpyrimidine-2,4,5-trione
  参考文献：
  名称：

  5-Hydroxy-6-methyluracil as an efficient scavenger of peroxy radicals

  摘要：

  研究了 5-羟基-6-甲基尿嘧啶与偶氮二异丁腈热分解产生的过氧自由基在 75 ℃ 的乙醇、2-丙醇和二甲亚砜中的反应。反应的化学计量为 1:1。在无水溶剂中，反应产物为二氢-6-羟基-6-甲基嘧啶-2,4,5-三酮；在有水的情况下，反应产物为二氢-5,5,6-三羟基-6-甲基嘧啶-2,4-二酮。5-hydroxy-6-methyluracil 与过氧自由基反应的速率常数为 ∼108 L mol-1 s-1。

  DOI：

  10.1007/s11172-008-0318-y

文献信息

• Mechanism of 5-amino-6-methyluracil-inhibited oxidation of organic compounds
  作者：R. A. Nasibullina、L. R. Yakupova、R. L. Safiullin

  DOI：10.1134/s0023158416060100

  日期：2016.11

  Based on experimental and theoretical data obtained in the mechanism study of the 5-amino-6-methyluracil-inhibited radical chain oxidation of 1,4-dioxane, a scheme for the process is proposed. A kinetic analysis of the scheme has been performed to obtain an equation describing the regularities of oxygen consumption that agree with the experimental data and provide evidence in favor of the chain consumption

  根据在5-氨基-6-甲基尿嘧啶抑制1，4-二恶烷自由基链氧化机理研究中获得的实验和理论数据，提出了该工艺的方案。已经对该方案进行了动力学分析以获得描述与实验数据一致的耗氧规律的方程，并提供了在某些条件下有利于抑制剂链耗的证据。所得产物的组成证实了所提出的机理。
• The mechanism of 5-amino-6-methyluracil oxidation with 1,4-dioxanyl peroxyl radical
  作者：Lyutsiya R. Yakupova、Rigina A. Nasibullina、Svetlana F. Petrova、Marat F. Abdullin、Shamil M. Salikhov、Alfiya R. Gimadieva、Rustam L. Safiullin

  DOI：10.1007/s10593-015-1675-8

  日期：2015.2

  The reaction of 1,4-dioxanyl peroxyl radical with 5-amino-6-methyluracil gave the following major products: 5,5,6-trihydroxy-6-methyldihydropyrimidine-2,4(1H,3H)-dione, 6-hydroxy-6-methyldihydropyrimidine-2,4,5(3H)-trione, and 6-hydroxy-5-hydroxyimino-6-methyldihydropyrimidine-2,4(1H,3H)-dione. A radical chain reaction mechanism was proposed for the oxidation of 1,4-dioxane in the presence of 5-amino-6-methyluracil.
• 5-Hydroxy-6-methyluracil as an efficient scavenger of peroxy radicals
  作者：N. N. Kabalnova、S. A. Grabovskiy、T. R. Nugumanov、S. P. Ivanov、Yu. I. Murinov

  DOI：10.1007/s11172-008-0318-y

  日期：2008.11

  The reaction of 5-hydroxy-6-methyluracil with peroxy radicals generated by the thermal decomposition of azodiisobutyronitrile was studied at 75 °C in ethanol, propan-2-ol, and dimethyl sulfoxide. The stoichiometry of the reaction is 1: 1. The reaction product is dihydro-6-hydroxy-6-methylpyrimidine-2,4,5-trione in an anhydrous solvent or dihydro-5,5,6-trihy-droxy-6-methylpyrimidine-2,4-dione in the presence of water. The rate constant for the reaction of 5-hydroxy-6-methyluracil with the peroxy radicals is ∼108 L mol−1 s−1.

  研究了 5-羟基-6-甲基尿嘧啶与偶氮二异丁腈热分解产生的过氧自由基在 75 ℃ 的乙醇、2-丙醇和二甲亚砜中的反应。反应的化学计量为 1:1。在无水溶剂中，反应产物为二氢-6-羟基-6-甲基嘧啶-2,4,5-三酮；在有水的情况下，反应产物为二氢-5,5,6-三羟基-6-甲基嘧啶-2,4-二酮。5-hydroxy-6-methyluracil 与过氧自由基反应的速率常数为 ∼108 L mol-1 s-1。