4-(4-fluorophenyl)hexahydro-1H-pyrano[2,3-d]pyrimidin-2(8aH)-one | 1197003-07-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃嘧啶类
• 英文名称: 4-(4-fluorophenyl)hexahydro-1H-pyrano[2,3-d]pyrimidin-2(8aH)-one
• 英文别名: 4-(4-Fluorophenyl)-1,3,4,4a,5,6,7,8a-octahydropyrano[2,3-d]pyrimidin-2-one
• CAS: 1197003-07-8
• 化学式: C₁₃H₁₅FN₂O₂
• 分子量: 250.273
• InChiKey: KCNCLBAJAMRLGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 对氟苯甲醛 、 尿素 在 1-甲基吡咯烷-2-酮硫酸盐 作用下， 反应 0.08h， 以92%的产率得到4-(4-fluorophenyl)hexahydro-1H-pyrano[2,3-d]pyrimidin-2(8aH)-one
  参考文献：
  名称：

  Ionic Liquid–Catalyzed One-Pot Synthesis of 1H-Pyrano[2,3-d]pyrimidin-2(8aH)-one Derivatives via Three-Component Reaction under Solvent-Free Conditions

  摘要：

  A series of 1H-pyrano[2,3-d]pyrimidin-2(8aH)-one derivatives were synthesized via one-pot, three-component reaction of aromatic aldehydes, urea or thiourea, and 3,4-dihydro-2H-pyran using the green and inexpensive Bronsted acidic ionic liquid 1-methyl-2-pyrrolidinone hydrosulfate ([Hnmp]HSO4) as catalyst under solvent-free conditions. The method has several advantages such as mild conditions, shorter reaction time, good yields, and environmentally benign procedure. Moreover, the catalyst could be recovered conveniently and reused at least four times without evident loss of activity.

  DOI：

  10.1080/00397911.2011.574246