4-(1,2,3,4-tetrahydro-6-hydroxy-1,3-dimethyl-2,4-dioxopyrimidin-5-yl)-1,4-dihydroquinazoline | 1163281-17-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-(1,2,3,4-tetrahydro-6-hydroxy-1,3-dimethyl-2,4-dioxopyrimidin-5-yl)-1,4-dihydroquinazoline
• 英文别名: 5-(1,4-Dihydroquinazolin-4-yl)-6-hydroxy-1,3-dimethylpyrimidine-2,4-dione；5-(1,4-dihydroquinazolin-4-yl)-6-hydroxy-1,3-dimethylpyrimidine-2,4-dione
• CAS: 1163281-17-1
• 化学式: C₁₄H₁₄N₄O₃
• 分子量: 286.29
• InChiKey: NXZXAMODDGKQCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  喹唑啉 、 1,3-二甲基巴比妥酸 以 正丁醇 为溶剂， 反应 0.5h， 以70%的产率得到4-(1,2,3,4-tetrahydro-6-hydroxy-1,3-dimethyl-2,4-dioxopyrimidin-5-yl)-1,4-dihydroquinazoline
  参考文献：
  名称：

  Specific features of the reactions of quinazoline and its 4-hydroxy and 4-chloro substituted derivatives with C-nucleophiles

  摘要：

  Reactions of quinazoline 1 with indole, pyrogallol and 1-phenyl-3-methylpyrazol-5-one in the presence of acid led to C-4 adducts 2, 3 and 5. Adduct 4 is formed by heating I with 1,3-dimethylbarbituric acid without acid catalysis. 1-Phenyl-3-methylpyrazol-5-one reacts with 1 without acid catalysis to form dipyrazolylmethane 6. 4-Chloroquinazoline 8 reacts with 1-phenyl-3-methylpyrazol-5-one to form 4-(1-phenyl-3-methyl-5-oxopyrazol-4-yl) quinazoline 9 and dipyrazolylmethane 6. Heating 8 with 2-methylindole leads to the formation of 4-(2-methylindol-3-yl) quinazoline 10 and tris(2-methylindol-3-yl)methane 11. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.199

文献信息

• Peculiarities of transformations of unsubstituted quinazoline with C-nucleophiles
  作者：Yu. A. Azev、S. V. Shorshnev

  DOI：10.1007/s10593-009-0235-5

  日期：2009.1
• Specific features of the reactions of quinazoline and its 4-hydroxy and 4-chloro substituted derivatives with C-nucleophiles
  作者：Yuri A. Azev、Sergey V. Shorshnev、Boris V. Golomolzin

  DOI：10.1016/j.tetlet.2009.03.199

  日期：2009.6

  Reactions of quinazoline 1 with indole, pyrogallol and 1-phenyl-3-methylpyrazol-5-one in the presence of acid led to C-4 adducts 2, 3 and 5. Adduct 4 is formed by heating I with 1,3-dimethylbarbituric acid without acid catalysis. 1-Phenyl-3-methylpyrazol-5-one reacts with 1 without acid catalysis to form dipyrazolylmethane 6. 4-Chloroquinazoline 8 reacts with 1-phenyl-3-methylpyrazol-5-one to form 4-(1-phenyl-3-methyl-5-oxopyrazol-4-yl) quinazoline 9 and dipyrazolylmethane 6. Heating 8 with 2-methylindole leads to the formation of 4-(2-methylindol-3-yl) quinazoline 10 and tris(2-methylindol-3-yl)methane 11. (C) 2009 Elsevier Ltd. All rights reserved.