ethyl-1,2,3,4-tetrahydro-4-(4-(1,2,3,4,5,6,7,8-octahydro-3,3,6,6-tetramethyl-1,8-dioxo-9-p-tolylacridin-10(9H)-yl)phenyl)-6-methyl-2-oxopyrimidine-5-carboxylate | 1427288-04-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl-1,2,3,4-tetrahydro-4-(4-(1,2,3,4,5,6,7,8-octahydro-3,3,6,6-tetramethyl-1,8-dioxo-9-p-tolylacridin-10(9H)-yl)phenyl)-6-methyl-2-oxopyrimidine-5-carboxylate
• CAS: 1427288-04-7
• 化学式: C₃₈H₄₃N₃O₅
• 分子量: 621.777
• InChiKey: DCIQROIFDIRTPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.08
• 重原子数：
  46.0
• 可旋转键数：
  5.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  104.81
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  对甲基苯甲醛 、 乙酰乙酸乙酯 、 尿素 在 cellulose sulfuric acid 作用下， 以 水 为溶剂， 反应 6.5h， 以60%的产率得到ethyl-1,2,3,4-tetrahydro-4-(4-(1,2,3,4,5,6,7,8-octahydro-3,3,6,6-tetramethyl-1,8-dioxo-9-p-tolylacridin-10(9H)-yl)phenyl)-6-methyl-2-oxopyrimidine-5-carboxylate
  参考文献：
  名称：

  A facile synthesis of 3,4-dihydropyrimidinones/thiones and novel N-dihydro pyrimidinone-decahydroacridine-1,8-diones catalyzed by cellulose sulfuric acid

  摘要：

  A new and efficient method has been developed for the synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones (DHPMs) through Biginelli reaction in aqueous media. Furthermore, a new series of N-dihydro pyrimidinone-decahydroacridine-1,8-diones (8a-m) have been synthesized by the Hantzsch reaction of 5-Ethoxycarbony1-4-(4-aminophenyl)-6-methyl-3,4-dihydropyrimidine-2(1H)-one 5 (DHPM), with dimedone and aromatic aldehyde in acetonitrile under reflux conditions. All the products in both reactions obtained in good to excellent yields by proceeding through a simple and efficient procedure employing cellulose sulfuric acid (CSA) as a recyclable solid acid catalyst. All the newly synthesized compounds structure has been established by advanced spectroscopic data. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2013.01.003