ethylphenylpyrimidinedione | 1603821-92-6

• 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: ethylphenylpyrimidinedione
• 英文别名: 6-ethyl-5-phenyl-1H-pyrimidine-2,4-dione
• CAS: 1603821-92-6
• 化学式: C₁₂H₁₂N₂O₂
• 分子量: 216.239
• InChiKey: HPIJNWFWDDHPII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯乙酸 、 丙醛 、 尿素 在 sulphated silica tungstic acid 作用下， 以 neat (no solvent) 为溶剂， 反应 0.45h， 以82%的产率得到ethylphenylpyrimidinedione
  参考文献：
  名称：

  Sulphated silica tungstic acid as a highly efficient and recyclable solid acid catalyst for the synthesis of tetrahydropyrimidines and dihydropyrimidines

  摘要：

  For the first time sulphated silica tungstic acid (SSTA) has been synthesized and used as an acidic catalyst in organic synthesis. The catalyst was prepared by a simple method based on the reaction of silica with SOCl2 followed by addition of sodium tungstate and then functionalization with chlorosulfonic acid. The three-component Biginelli-like condensation of different heteroaldehydes, urea and ethyl cyanoacetate or phenyl acetic acid catalyzed by SSTA under solvent-free conditions afforded novel tetrahydropyrimidines in high yields. The catalyst tolerated different heteroaldehydes and also catalyzed the synthesis of Biginelli compounds efficiently giving excellent yield of products. The catalyst was characterized by FT-IR, XRD and SEM-EDX analyses. The stability of the catalyst was evaluated by DSC and TG analyses. The major advantages of the present method are high yields, short reaction times, and solvent-free reaction conditions. The activity and simple recyclability without losing catalytic activity make this catalyst a good replacement to literature methods.(c) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2014.02.019

文献信息

• Sulphated silica tungstic acid as a highly efficient and recyclable solid acid catalyst for the synthesis of tetrahydropyrimidines and dihydropyrimidines
  作者：Nayeem Ahmed、Zeba N. Siddiqui

  DOI：10.1016/j.molcata.2014.02.019

  日期：2014.6

  For the first time sulphated silica tungstic acid (SSTA) has been synthesized and used as an acidic catalyst in organic synthesis. The catalyst was prepared by a simple method based on the reaction of silica with SOCl2 followed by addition of sodium tungstate and then functionalization with chlorosulfonic acid. The three-component Biginelli-like condensation of different heteroaldehydes, urea and ethyl cyanoacetate or phenyl acetic acid catalyzed by SSTA under solvent-free conditions afforded novel tetrahydropyrimidines in high yields. The catalyst tolerated different heteroaldehydes and also catalyzed the synthesis of Biginelli compounds efficiently giving excellent yield of products. The catalyst was characterized by FT-IR, XRD and SEM-EDX analyses. The stability of the catalyst was evaluated by DSC and TG analyses. The major advantages of the present method are high yields, short reaction times, and solvent-free reaction conditions. The activity and simple recyclability without losing catalytic activity make this catalyst a good replacement to literature methods.(c) 2014 Elsevier B.V. All rights reserved.