4-ethoxy-1-ethyl-2(1H)-pyrimidinone | 25902-95-8

• 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: 4-ethoxy-1-ethyl-2(1H)-pyrimidinone
• 英文别名: 1-Ethyl-4-ethoxy-2-pyrimidon；4-ethoxy-1-ethyl-1H-pyrimidin-2-one；4-Aethoxy-1-aethyl-1H-pyrimidin-2-on；4-ethoxy-1-ethylpyrimidin-2-one
• CAS: 25902-95-8
• 化学式: C₈H₁₂N₂O₂
• 分子量: 168.195
• InChiKey: QPQWVHXVXYEPKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-ethoxy-1-ethyl-2(1H)-pyrimidinone 在 盐酸 作用下， 生成 1-乙基嘧啶-2,4(1H,3H)-二酮
  参考文献：
  名称：

  Synthetic Nucleosides—Some 1-Glycosidouracils

  摘要：

  DOI：

  10.1021/ja01281a032
• 作为产物：
  描述：

  2,4-二乙氧基嘧啶 、 碘乙烷 在 吡啶 作用下， 生成 4-ethoxy-1-ethyl-2(1H)-pyrimidinone
  参考文献：
  名称：

  Some Pyrimidine Derivatives¹

  摘要：

  DOI：

  10.1021/ja01118a525

文献信息

• A diversity of alkylation/acylation products of uracil and its derivatives: synthesis and a structural study
  作者：Olga Michalak、Piotr Cmoch、Piotr Krzeczyński、Marcin Cybulski、Andrzej Leś

  DOI：10.1039/c8ob02552e

  日期：——

  routine procedures in pyridine/DMF solvents and with DMAP as the catalyst. Among 20 synthesized compounds, a derivative of 6-methyluracil substituted by the Boc-pyridine moiety at the C5 position appeared unexpectedly. The NMR spectra confirmed the molecular structure of all uracil derivatives. Parallel quantum mechanical DFT calculations supported the experimental findings.

  叔丁基二碳酸酯（BOC 2与尿嘧啶（U），胸腺嘧啶（T）和6-甲基尿嘧啶（6-MU）O）和乙基碘（ETI）反应以下在吡啶/ DMF的溶剂，并用DMAP作为常规程序进行催化剂。在20种合成化合物中，在C5位置被Boc-吡啶部分取代的6-甲基尿嘧啶的衍生物出乎意料地出现。NMR光谱证实了所有尿嘧啶衍生物的分子结构。并行量子力学DFT计算支持了实验结果。
• HSAB-driven chemoselective N1-alkylation of pyrimidine bases and their 4-methoxy- or 4-acetylamino-derivatives
  作者：Augusto Gambacorta、Daniela Tofani、Maria Antonietta Loreto、Tecla Gasperi、Roberta Bernini

  DOI：10.1016/j.tet.2006.04.098

  日期：2006.7

  The lithium salts of the conjugated bases of 4-methoxy- and 4-acetylamino-2(1H)-pyrimidinones 1-3 undergo highly chemoselective N-1-methylation or ethylation when treated with methyl- or ethylsulfate (hard electrophiles) in dry dioxane, while the use of DMF as solvent results in competitive O-2-alkylation. Potassium salts of the same bases in DMF undergo prevalent O-2-attack. Under the same conditions, a similar but less chemoselective behaviour is observed in alkylation of thymine and uracil, where some N-3 -attack occurs. This can be rationalised in terms of the HSAB principle. (c) 2006 Elsevier Ltd. All rights reserved.
• Mitsunobu Reactions for the Synthesis of Carbocyclic Analogues of Nucleosides: Examination of the Regioselectivity¹
  作者：Akemi Toyota、Nobuya Katagiri、Chikara Kaneko

  DOI：10.1080/00397919308011216

  日期：1993.5

  In order to provide a general synthetic method for carbocyclic nucleosides, regioselectivities in Mitsunobu reaction of purine, pyrimidin-2-one and their substituted derivatives with a variety of alcohols were examined and found to depend upon both substituents of the bases and kind of the alcohols.