1-[4-(3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-5-yl]ethanone | 1359979-01-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-[4-(3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-5-yl]ethanone
• CAS: 1359979-01-3
• 化学式: C₁₄H₁₆N₂O₂S
• 分子量: 276.359
• InChiKey: OXLJEEJILFZFOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  82.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[4-(3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-5-yl]ethanone 、 1-hexynyl(phenyl)iodonium tosylate 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以69%的产率得到1-(3-butyl-7-methCompound No.I-511yl-5-(p-tolyl)-5H-thiazolo[3,2-a]pyrimidin-6-yl)ethanone
  参考文献：
  名称：

  New synthesis of 3,5-disubstituted-5H-thiazolo[3,2-a]pyrimidine via ring annulation of 3,4-dihydropyrimidin-2(1H)-thione using alkynyl(aryl)iodonium salts

  摘要：

  A transition metal-free protocol for the synthesis of biologically active thiazolo[3,2-alpha]pyrimidine derivatives has been achieved by the cyclocondensation of 3,4-dihydropyrimidin-2(1H)-thiones with alkynyl(aryl)iodonium tosylates. This reaction demonstrates another useful application of alkynyl(aryl)iodonium tosylates as synthon of alkynyl cation. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.098
• 作为产物：
  描述：

  硫脲 、 3-甲氧基苯甲醛 、 乙酰丙酮 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 生成 1-[4-(3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidin-5-yl]ethanone
  参考文献：
  名称：

  New synthesis of 3,5-disubstituted-5H-thiazolo[3,2-a]pyrimidine via ring annulation of 3,4-dihydropyrimidin-2(1H)-thione using alkynyl(aryl)iodonium salts

  摘要：

  A transition metal-free protocol for the synthesis of biologically active thiazolo[3,2-alpha]pyrimidine derivatives has been achieved by the cyclocondensation of 3,4-dihydropyrimidin-2(1H)-thiones with alkynyl(aryl)iodonium tosylates. This reaction demonstrates another useful application of alkynyl(aryl)iodonium tosylates as synthon of alkynyl cation. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.098

文献信息

• Nano copper oxide mediated ligand-free C–S cross-coupling and concomitant oxidative aromatization of 4-aryl-3,4-dihydropyrimidin-2(1H)-thione with diaryliodonium salts
  作者：Bhagyashree Y. Bhong、Amol V. Shelke、Nandkishor N. Karade

  DOI：10.1016/j.tetlet.2012.10.131

  日期：2013.2

  A wide range of Biginelli 4-aryl-3,4-dihydropyrimidin-2(1H)-thiones undergo ligand-free C-S cross-coupling with diaryliodonium triflates in the presence of CuO nanoparticles with the concomitant oxidative aromatization to form highly substituted 2-(thioaryl)pyrimidine. The nano CuO catalyst can be recycled and reused three times without any significant loss of catalytic activity. (C) 2012 Elsevier Ltd. All rights reserved.
• New synthesis of 3,5-disubstituted-5H-thiazolo[3,2-a]pyrimidine via ring annulation of 3,4-dihydropyrimidin-2(1H)-thione using alkynyl(aryl)iodonium salts
  作者：Amol V. Shelke、Bhagyashree Y. Bhong、Nandkishor N. Karade

  DOI：10.1016/j.tetlet.2012.11.098

  日期：2013.2

  A transition metal-free protocol for the synthesis of biologically active thiazolo[3,2-alpha]pyrimidine derivatives has been achieved by the cyclocondensation of 3,4-dihydropyrimidin-2(1H)-thiones with alkynyl(aryl)iodonium tosylates. This reaction demonstrates another useful application of alkynyl(aryl)iodonium tosylates as synthon of alkynyl cation. (c) 2012 Elsevier Ltd. All rights reserved.