1,4-二氢-4-异丙基-6-甲基-2-(甲硫基)嘧啶-5-羧酸乙酯 | 1236204-41-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 1,4-二氢-4-异丙基-6-甲基-2-(甲硫基)嘧啶-5-羧酸乙酯
• 英文名称: ethyl 1,4-dihydro-4-isopropyl-6-methyl-2-(methylthio)pyrimidine-5-carboxylate
• 英文别名: ethyl 1,6-dihydro-6-isopropyl-4-methyl-2-(methylthio)pyrimidine-5-carboxylate
• CAS: 1236204-41-3
• 化学式: C₁₂H₂₀N₂O₂S
• 分子量: 256.369
• InChiKey: OPDJQVLEPAOXAP-UHFFFAOYSA-N

物化性质

• 沸点：
  341.0±52.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.17
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  50.69
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  S-甲基异硫脲硫酸盐 、 乙酰乙酸乙酯 、 异丁醛 在 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1,4-二氢-4-异丙基-6-甲基-2-(甲硫基)嘧啶-5-羧酸乙酯 、 1,4-二氢-4-异丙基-6-甲基-2-(甲硫基)嘧啶-5-羧酸乙酯
  参考文献：
  名称：

  Efficient aerobic oxidative dehydrogenation of dihydropyrimidinones and dihydropyrimidines

  摘要：

  4-Substituted dihydropyrimidinones and dihydropyrimidines were first efficient aerobic oxidized to the corresponding pyrimidinones and pyrimidines, respectively, in high yields by molecular oxygen in the presence of catalytic amount of N-hydroxyphthalimide (NHPI) and Co(OAc)(2) in a mild and environmental benign condition. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.105

文献信息

• Mild and efficient oxidative aromatization of 4-substituted-1,4-dihydropyrimidines using (diacetoxyiodo)benzene
  作者：Nandkishor N. Karade、Sumit V. Gampawar、Nilesh P. Tale、Sanjay B. Kedar

  DOI：10.1002/jhet.389

  日期：——

  4‐Alkyl or aryl‐1,4‐dihydropyrimidines were readily oxidized by (diacetoxyiodo)benzene under mild reaction conditions to the corresponding pyrimidine derivatives in good to excellent yields. J. Heterocyclic Chem., (2010).

  4-烷基或芳基-1,4-二氢嘧啶很容易在温和的反应条件下被（二乙酰氧基碘）苯氧化为相应的嘧啶衍生物，收率很好。J.杂环化​​学。（2010）。
• Synthesis of 2-substituted pyrimidines and benzoxazoles via a visible-light-driven organocatalytic aerobic oxidation: enhancement of the reaction rate and selectivity by a base
  作者：Lin Wang、Zhi-Gang Ma、Xiao-Jing Wei、Qing-Yuan Meng、Deng-Tao Yang、Shao-Fu Du、Zi-Fei Chen、Li-Zhu Wu、Qiang Liu

  DOI：10.1039/c4gc00337c

  日期：——

  An efficient visible-light-driven photocatalytic oxidation of various 2-substituted dihydropyrimidines and phenolic imines has been achieved using an organic photocatalyst eosin Y bis(tetrabutyl ammonium salt) (TBA-eosin Y) and inexpensive oxidant molecular oxygen. With the aid of a base, significantly enhanced photoinduced electron transfer from substrates dihydropyrimidines or phenolic imines to the excited state of TBA-eosin Y has enabled the aerobic oxidation to yield 2-(methylthio)pyrimidines or 2-arylbenzoxazoles selectively.

  利用有机光催化剂藻红Y双(四丁基铵盐)(TBA-藻红Y)和廉价氧化剂分子氧，已经实现了各种2-取代二氢嘧啶和酚亚胺的高效可见光驱动光催化氧化反应。在碱的辅助下，从底物二氢嘧啶或酚亚胺到TBA-藻红Y激发态的显著增强的光诱导电子转移，使得空气氧化能够选择性地生成2-(甲硫基)嘧啶或2-芳基苯并噁唑。