(E)-5-(3-(dimethylamino)acryloyl)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione | 1401620-60-7

• 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: (E)-5-(3-(dimethylamino)acryloyl)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
• 英文别名: 5-[(E)-3-(dimethylamino)prop-2-enoyl]-1,3-dimethyl-1,3-diazinane-2,4,6-trione
• CAS: 1401620-60-7
• 化学式: C₁₁H₁₅N₃O₄
• 分子量: 253.258
• InChiKey: PYGRXXAAECEELA-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-5-(3-(dimethylamino)acryloyl)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione 在 苯肼 作用下， 以 neat (no solvent) 为溶剂， 生成 1,3-Dimethyl-5-(2-phenylpyrazol-3-yl)-1,3-diazinane-2,4,6-trione
  参考文献：
  名称：

  Silica supported sodium hydrogen sulfate (NaHSO4–SiO2): A novel, green catalyst for synthesis of pyrazole and pyranyl pyridine derivatives under solvent-free condition via heterocyclic β-enaminones

  摘要：

  NaHSO4-SiO2 is used as an efficient, mild and reusable catalyst for the synthesis of novel heterocyclic pyrazole (5a-h) and pyranyl pyridine (7a-h) derivatives via heterocyclic beta-enaminones (3a-d) under thermal solvent-free conditions. The remarkable features of this green, new methodology are high conversions, cleaner reaction profile, simple experimental and work-up procedures. Structures of the newly synthesized compounds have been elucidated on the basis of elemental analysis and spectral data (IR, H-1 NMR, C-13 NMR and mass spectrometry). The catalyst is characterized for the first time by using scanning electron microscopy-energy dispersive X-ray (SEM-EDX) and powder XRD. The catalyst can be reused several times without significant loss of its catalytic activity. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2012.07.024
• 作为产物：
  描述：

  5-乙酰基-1,3-二甲基巴比妥酸 、 N,N-二甲基甲酰胺二甲基缩醛 以 neat (no solvent) 为溶剂， 反应 0.17h， 以92%的产率得到(E)-5-(3-(dimethylamino)acryloyl)-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  Silica supported sodium hydrogen sulfate (NaHSO4–SiO2): A novel, green catalyst for synthesis of pyrazole and pyranyl pyridine derivatives under solvent-free condition via heterocyclic β-enaminones

  摘要：

  NaHSO4-SiO2 is used as an efficient, mild and reusable catalyst for the synthesis of novel heterocyclic pyrazole (5a-h) and pyranyl pyridine (7a-h) derivatives via heterocyclic beta-enaminones (3a-d) under thermal solvent-free conditions. The remarkable features of this green, new methodology are high conversions, cleaner reaction profile, simple experimental and work-up procedures. Structures of the newly synthesized compounds have been elucidated on the basis of elemental analysis and spectral data (IR, H-1 NMR, C-13 NMR and mass spectrometry). The catalyst is characterized for the first time by using scanning electron microscopy-energy dispersive X-ray (SEM-EDX) and powder XRD. The catalyst can be reused several times without significant loss of its catalytic activity. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2012.07.024

文献信息

• Mesoporous alumina sulphuric acid: A novel and efficient catalyst for on-water synthesis of functionalized 1,4-dihydropyridine derivatives via β-enaminones
  作者：Nayeem Ahmed、Zeba N. Siddiqui

  DOI：10.1016/j.molcata.2014.07.015

  日期：2014.11

  A simple, efficient and environmentally benign on-water protocol for the synthesis of novel 1,4-dihydropyridine derivatives via pseudo four component addition and cyclization sequence using mesoporous alumina sulphuric acid as a recyclable and heterogeneous catalyst, has been described. The catalyst showed excellent catalytic activity giving products in high yields and could be reused for seven successive catalytic cycles. The catalyst was characterized by FT-IR, XRD, FE-SEM, EDX and TG analyses. The mesoporosity of alumina was determined by BET and TEM analyses. (C) 2014 Elsevier B.V. All rights reserved.