4-(5-Cyano-6-methyl-2-phenyl)pyrimidinyl (ethoxycarbonyl)methyl sulfide | 128503-05-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-(5-Cyano-6-methyl-2-phenyl)pyrimidinyl (ethoxycarbonyl)methyl sulfide
• 英文别名: 4-Carbethoxymethylthio-6-methyl-2-phenyl-pyrimidine-5-carbonitrile；Ethyl 2-(5-cyano-6-methyl-2-phenylpyrimidin-4-yl)sulfanylacetate
• CAS: 128503-05-9
• 化学式: C₁₆H₁₅N₃O₂S
• 分子量: 313.38
• InChiKey: DKTKYZLHFBPUGN-UHFFFAOYSA-N

物化性质

• 熔点：
  124-126 °C
• 沸点：
  388.1±42.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(5-Cyano-6-methyl-2-phenyl)pyrimidinyl (ethoxycarbonyl)methyl sulfide 在 sodium ethanolate 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 5-amino-4-methyl-2-phenylthieno[2,3-d]pyrimidine-6-carbohydrazid
  参考文献：
  名称：

  Synthesis and Reactions of Some New Thienopyrimidines

  摘要：

  4-Methyl-6-mercapto-2-phenylpyrimidine-5-carbonitrile (1) was reacted with, different halo compounds, namely ethylchloroacetate, chloroacetone, bromoacetanilide, p-chlorobromoacetanilide, and p-methoxy chloroacetanilide in ethanol in the presence of sodium acetate yielded the corresponding S-alkylated derivatives (2a-e). The latter compounds underwent cyclization into thienopyrimidines (4a-e) upon treatment with sodium ethoxide in ethanol. The reaction of (4a) with hydrazine hydrate led to the formation. of 5-amino-4-methyl-2-phenylthieno[2,3-d]pyrimidine-2-carbohydrazide (5). Compound (5) was reacted with a variety of reagents to produce other new thienopyrimidines as well as oxadiazolylthienopyrimidines (6, 11).

  DOI：

  10.1080/10426500307807
• 作为产物：
  描述：

  溴乙酸乙酯 以85%的产率得到
  参考文献：
  名称：

  EL-BAHAIE, S.;ASSY, M. G., PHARMAZIE, 45,(1990) N, C. 216-217

  摘要：

  DOI：

文献信息

• Electrolytic Partial Fluorination of Organic Compounds. 19. A Novel Synthesis of Fluorothieno[2,3-b]pyridines Using Anodic Fluorination of Heterocyclic Sulfides as a Key Step
  作者：Ayman W. Erian、Akinori Konno、Toshio Fuchigami

  DOI：10.1021/jo00128a044

  日期：1995.11

  Highly regioselective anodic monofluorination of 2-pyridyl and C-pyrimidinyl sulfides bearing various electron-withdrawing groups were successfully carried out. The fluorinated sulfides were easily converted into 2-fluorothieno[2,3-b]pyridines in good yields.
• El-Bahaie; Assy, Pharmazie, 1990, vol. 45, # 3, p. 216 - 217
  作者：El-Bahaie、Assy

  DOI：——

  日期：——