diethyl 3-allyl-6-(3-bromophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate | 1352412-17-9

• 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: diethyl 3-allyl-6-(3-bromophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate
• 英文别名: diethyl 6-(3-bromophenyl)-2-oxo-3-prop-2-enyl-1,6-dihydropyrimidine-4,5-dicarboxylate
• CAS: 1352412-17-9
• 化学式: C₁₉H₂₁BrN₂O₅
• 分子量: 437.29
• InChiKey: UIUCDSLSULCJND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl 3-allyl-6-(3-bromophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate 、 ALPHA-氯-4-甲氧基苯甲醛肟 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 13.0h， 以71%的产率得到diethyl 6-(3-bromophenyl)-3-{[3-(4-methoxyphenyl)-4,5-dihydro-5-isoxazolyl]methyl}-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate
  参考文献：
  名称：

  Heterocyclizations of functionalized heterocumulenes with C,N-, C,O-, and C,S-binucleophiles: XIII. Synthesis of dialkyl 2-oxo-3-allyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates and their reaction with arylhydroxymoyl chlorides

  摘要：

  Dialkyl 2-oxo-3-allyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates obtained by condensation of 1-chlorobenzyl isocyanates with N-allylfumarates reacted regioselectively with arylhydroxymoyl chlorides with the formation of dialkyl 6-aryl-3-[(3-aryl-4,5-dihydro-5-isoxazolyl)methyl]-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates.

  DOI：

  10.1134/s1070428011110133
• 作为产物：
  描述：

  (3-bromophenyl)chloromethyl isocyanate 、 diethyl N-allylaminofumarate 以 甲苯 为溶剂， 反应 24.0h， 以47%的产率得到diethyl 3-allyl-6-(3-bromophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylate
  参考文献：
  名称：

  Heterocyclizations of functionalized heterocumulenes with C,N-, C,O-, and C,S-binucleophiles: XIII. Synthesis of dialkyl 2-oxo-3-allyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates and their reaction with arylhydroxymoyl chlorides

  摘要：

  Dialkyl 2-oxo-3-allyl-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates obtained by condensation of 1-chlorobenzyl isocyanates with N-allylfumarates reacted regioselectively with arylhydroxymoyl chlorides with the formation of dialkyl 6-aryl-3-[(3-aryl-4,5-dihydro-5-isoxazolyl)methyl]-2-oxo-1,2,3,6-tetrahydropyrimidine-4,5-dicarboxylates.

  DOI：

  10.1134/s1070428011110133