5-ethoxycarbonyl-4-(2,4-dimethylphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one | 721911-15-5

• 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: 5-ethoxycarbonyl-4-(2,4-dimethylphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one
• 英文别名: 5-(ethoxycarbonyl)-6-methyl-4-(2,4-dimethylphenyl)-3,4-dihydropyrimidin-2(1H)-one；ethyl 6-methyl-2-oxo-4-(2,4-dimethylphenyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate；ethyl 4‑(2,4‑dimethylphenyl)‑6‑methyl‑2‑oxo‑1,2,3,4‑tetrahydropyrimidine‑5‑carboxylate；ethyl 6-methyl-2-oxo-4-(2,4-dimethylphenyl)-1,2,3,4-tetrahydropyrimidin-5-carboxylate；Ethyl 4-(2,4-dimethylphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate；ethyl 4-(2,4-dimethylphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 721911-15-5
• 化学式: C₁₆H₂₀N₂O₃
• 分子量: 288.346
• InChiKey: AXERJMJVKKXTFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 、 2,4-二甲基苯甲醛 、 尿素 在 vanadatesulfuric acid 作用下， 以 neat (no solvent) 为溶剂， 反应 0.5h， 以90%的产率得到5-ethoxycarbonyl-4-(2,4-dimethylphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one
  参考文献：
  名称：

  钒酸硫酸：一种用于在无溶剂条件下一锅法合成二氢嘧啶酮和二氢嘧啶硫酮的新型、可回收和多相催化剂

  摘要：

  摘要 钒酸盐硫酸 (VSA) 作为一种新型的非均相催化剂，用于使用醛、脲或硫脲和无环 β-二羰基高效合成 3,4-二氢嘧啶-2(1H)-酮（硫酮）。在无溶剂条件下合成。VSA是由偏钒酸钠与高纯度氯磺酸反应制备的。通过FTIR、X射线衍射(XRD)和透射电子显微镜(TEM)分析对催化剂进行表征。与经典的 Biginelli 反应相比，该方法始终具有收率高、后处理简单、反应时间短和催化剂可重复使用等优点。补充材料可用于本文。转至出版商在线版的磷、硫和硅及相关元素，查看免费的补充文件。

  DOI：

  10.1080/10426507.2012.694001

文献信息

• Pentafluorophenylammonium triflate: an efficient, practical, and cost-effective organocatalyst for the Biginelli reaction
  作者：Samad Khaksar、Seyed Mohammad Vahdat、Roshanak Najafi Moghaddamnejad

  DOI：10.1007/s00706-012-0752-2

  日期：2012.12

  simple, inexpensive, environmentally friendly, and efficient route for the synthesis of 3,4-dihydropyrimidin-2(1H)-one derivatives via the one-pot three-component Biginelli reaction using pentafluorophenylammonium triflate (PFPAT) as a catalyst is described. The organocatalyst is air-stable, cost-effective, easy to handle, and easily removed from the reaction mixtures. Graphical abstract

  摘要描述了一种简单的，便宜的，对环境友好的，有效的途径，该方法通过使用三氟甲磺酸五氟苯基铵（PFPAT）的单锅三组分Biginelli反应合成3,4-二氢嘧啶-2（1 H）-one衍生物。 。有机催化剂是空气稳定的，成本有效的，易于处理的，并且易于从反应混合物中除去。 图形概要
• Vanadatesulfuric Acid: A Novel, Recyclable, and Heterogeneous Catalyst for the One-Pot Synthesis of Dihydropyrimidinones and Dihydropyrimidinthiones Under Solvent-Free Conditions
  作者：Masoud Nasr-Esfahani、Tooba Abdizadeh

  DOI：10.1080/10426507.2012.694001

  日期：2013.5.1

  Abstract Vanadatesulfuric acid (VSA), as a novel and heterogeneous catalyst, was used for an efficient synthesis of 3,4-dihydropyrimidin-2(1H)-ones (thiones) using an aldehyde, urea, or thiourea and an acyclic β-dicarbonyl compound under solvent-free conditions. VSA is prepared via the reaction of sodium metavanadate and chlorosulfonic acid in high purity. The catalyst was characterized by FTIR, X-ray

  摘要 钒酸盐硫酸 (VSA) 作为一种新型的非均相催化剂，用于使用醛、脲或硫脲和无环 β-二羰基高效合成 3,4-二氢嘧啶-2(1H)-酮（硫酮）。在无溶剂条件下合成。VSA是由偏钒酸钠与高纯度氯磺酸反应制备的。通过FTIR、X射线衍射(XRD)和透射电子显微镜(TEM)分析对催化剂进行表征。与经典的 Biginelli 反应相比，该方法始终具有收率高、后处理简单、反应时间短和催化剂可重复使用等优点。补充材料可用于本文。转至出版商在线版的磷、硫和硅及相关元素，查看免费的补充文件。
• COMPARATIVE STUDIES OF LEWIS ACIDITY OF ALKYL-TIN CHLORIDES IN MULTICOMPONENT BIGINELLI CONDENSATION USING GRINDSTONE CHEMISTRY TECHNIQUE
  作者：HARSHITA SACHDEVA、REKHA SAROJ、SARITA KHATURIA、HAR LAL SINGH

  DOI：10.4067/s0717-97072012000100013

  日期：——

  A simple and efficient procedure for the one pot Biginelli Condensation Reaction of aldehydes, (beta-ketoester and urea employing SnCl4 center dot 5H(2)O /mono/di/tri-butyl-tin chloride as a novel catalyst is described. Compared to classical Biginelli reaction conditions, the present method has the advantages of good yields, short reaction times and experimental simplicity. Further, comparative efficiency of alkyl- tin chlorides in multicomponent Biginelli Condensation Reaction is also studied under solvent free conditions.
• Mohammadzadeh, Iman; Bavafa, Mohammad; Sheibani, Hassan, Revue Roumaine de Chimie, 2013, vol. 58, # 9-10, p. 773 - 777
  作者：Mohammadzadeh, Iman、Bavafa, Mohammad、Sheibani, Hassan

  DOI：——

  日期：——
• Ecofriendly Synthesis of DHPMs using Copper-based Nano catalysts and Evaluation of Antibacterial Activity
  作者：Khushboo Sharma、Narsingh Khatik、Abhinav Raj Khandelwal、Ravina Meena、Seema Bhadauria、Malvika Singh、Harshita Sachdeva

  DOI：10.5562/cca4001

  日期：——