1-[(4,6-dimethylpyrimidin-2-yl)sulfanylmethyl]-3,3-dimethyl-1-phenyl-1H-3,4-dihydro-2-benzopyran | 1259071-93-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1-[(4,6-dimethylpyrimidin-2-yl)sulfanylmethyl]-3,3-dimethyl-1-phenyl-1H-3,4-dihydro-2-benzopyran
• 英文别名: 2-[(3,3-dimethyl-1-phenyl-4H-isochromen-1-yl)methylsulfanyl]-4,6-dimethylpyrimidine
• CAS: 1259071-93-6
• 化学式: C₂₄H₂₆N₂OS
• 分子量: 390.549
• InChiKey: NJQHQQRMBCLNGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  60.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-溴-2-(1-苯基丙烯-1-基)苯 在 正丁基锂 、 氢碘酸 、 碘 、 sodium hydride 、 碳酸氢钠 作用下， 以 乙醚 、 正己烷 、 N,N-二甲基甲酰胺 、 乙腈 、 mineral oil 为溶剂， 反应 8.5h， 生成 1-[(4,6-dimethylpyrimidin-2-yl)sulfanylmethyl]-3,3-dimethyl-1-phenyl-1H-3,4-dihydro-2-benzopyran
  参考文献：
  名称：

  Synthesis of Isochromans by Hydriodic Acid or Iodine Mediated Cyclization Reactions of 1-(2-Vinylphenyl)propan-2-ols

  摘要：

  Treatment of 1-(2-vinylphenyl)propan-2-ols, which can be easily prepared from 2-bromostyrenes and epoxides, with hydriodic acid in acetonitrile yields the corresponding isochromans (1H-3,4-dihydro-2-benzopyrans). When the above alcohols are treated with iodine in acetonitrile in the presence of sodium hydrogencarbonate, the corresponding 1-iodomethylisochromans are obtained, which can be easily converted into the corresponding 1-alkyl(or aryl)sulfanylmethylisochromans on treatment with sodium thiolates in DMF.

  DOI：

  10.3987/com-10-12021

文献信息

• Synthesis of Isochromans by Hydriodic Acid or Iodine Mediated Cyclization Reactions of 1-(2-Vinylphenyl)propan-2-ols
  作者：Kazuhiro Kobayashi、Kazuaki Shikata、Hiroki Maegawa、Shuhei Fukamachi、Miyuki Tanmatsu、Hisatoshi Konishi

  DOI：10.3987/com-10-12021

  日期：——

  Treatment of 1-(2-vinylphenyl)propan-2-ols, which can be easily prepared from 2-bromostyrenes and epoxides, with hydriodic acid in acetonitrile yields the corresponding isochromans (1H-3,4-dihydro-2-benzopyrans). When the above alcohols are treated with iodine in acetonitrile in the presence of sodium hydrogencarbonate, the corresponding 1-iodomethylisochromans are obtained, which can be easily converted into the corresponding 1-alkyl(or aryl)sulfanylmethylisochromans on treatment with sodium thiolates in DMF.