1,3-dimethyl-5-{[3-methoxy-2-(2-propynyloxy)phenyl]methylene}-2,4,6(1H,3H,5H)-pyrimidinetrione | 1092973-02-8

• 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: 1,3-dimethyl-5-{[3-methoxy-2-(2-propynyloxy)phenyl]methylene}-2,4,6(1H,3H,5H)-pyrimidinetrione
• 英文别名: 5-[(3-Methoxy-2-prop-2-ynoxyphenyl)methylidene]-1,3-dimethyl-1,3-diazinane-2,4,6-trione
• CAS: 1092973-02-8
• 化学式: C₁₇H₁₆N₂O₅
• 分子量: 328.324
• InChiKey: ISSXFHRNRDOMND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  76.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,3-dimethyl-5-{[3-methoxy-2-(2-propynyloxy)phenyl]methylene}-2,4,6(1H,3H,5H)-pyrimidinetrione 在 copper(l) iodide 作用下， 以 水 为溶剂， 反应 10.0h， 以80%的产率得到2,4-dimethyl-9-methoxy-4,12b-dihydro-1H,7H-chromeno[4',3'-4,5]pyrano[2,3-d]pyrimidine-1,3(2H)-dione
  参考文献：
  名称：

  Intramolecular hetero-Diels–Alder reaction of 1-oxa-1,3-butadienes with terminal acetylenes in aqueous media using CuI

  摘要：

  A new method for the preparation of tetracyclic uracils (oxa-helicene) 4 was developed. The intramolecular hetero-Diels-Alder reaction of 1-oxa-1,3-butadiene 3 and an unactivated alkyne in the presence of CuI led to tetracyclic uracils 4 in aqueous media with good yields. The 1-oxa-1,3-butadiene 3 was prepared through Knoevenagel reaction of O-propargylated salicylaldehyde derivatives and barbituric acid or 1,3-dimethylbarbituric acid. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2008.08.056
• 作为产物：
  描述：

  1,3-二甲基巴比妥酸 、 3-甲氧基-2-(2-丙炔-1-基氧基)苯甲醛 在 ammonium dihydrogen phosphate 作用下， 以 水 为溶剂， 以75%的产率得到1,3-dimethyl-5-{[3-methoxy-2-(2-propynyloxy)phenyl]methylene}-2,4,6(1H,3H,5H)-pyrimidinetrione
  参考文献：
  名称：

  Intramolecular hetero-Diels–Alder reaction of 1-oxa-1,3-butadienes with terminal acetylenes in aqueous media using CuI

  摘要：

  A new method for the preparation of tetracyclic uracils (oxa-helicene) 4 was developed. The intramolecular hetero-Diels-Alder reaction of 1-oxa-1,3-butadiene 3 and an unactivated alkyne in the presence of CuI led to tetracyclic uracils 4 in aqueous media with good yields. The 1-oxa-1,3-butadiene 3 was prepared through Knoevenagel reaction of O-propargylated salicylaldehyde derivatives and barbituric acid or 1,3-dimethylbarbituric acid. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2008.08.056