4-anilino-2-methylthio-6-(4-ethylphenyl)ethynylpyrimidine-5-carbaldehyde | 1137439-78-1

• 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-anilino-2-methylthio-6-(4-ethylphenyl)ethynylpyrimidine-5-carbaldehyde
• CAS: 1137439-78-1
• 化学式: C₂₂H₁₉N₃OS
• 分子量: 373.478
• InChiKey: KTPHBHKFMIGYKU-UHFFFAOYSA-N

物化性质

• 熔点：
  150-152 °C(Solvent: Isopropanol)
• 沸点：
  577.3±50.0 °C(predicted)
• 密度：
  1.27±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.72
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  54.88
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-anilino-2-methylthio-6-(4-ethylphenyl)ethynylpyrimidine-5-carbaldehyde 在 叔丁胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以96%的产率得到4-anilino-7-(4-ethylphenyl)-2-methylthiopyrido[4,3-d]pyrimidine
  参考文献：
  名称：

  Study on the cyclization of 6-arylethynylpyrimidine-5-carbaldehydes with tert-butylamine: microwave versus thermal preparation of pyrido[4,3-d]pyrimidines

  摘要：

  Thermal and microwave initiated cyclization of 2,4-disubstituted 6-arylethynylpyrimidine-5-carbaldehydes with tert-butylamine has been studied. A novel high-yielding preparation of 2,4-disubstituted 7-arylpyrido[4,3-d]pyrimidines has been developed. The intermediate compounds were isolated and possible mechanism of the reactions is discussed. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.015
• 作为产物：
  描述：

  4-乙基苯乙炔 、 4-氯-2-(甲基硫代)-6-(苯基氨基)-5-嘧啶羧醛 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以75%的产率得到4-anilino-2-methylthio-6-(4-ethylphenyl)ethynylpyrimidine-5-carbaldehyde
  参考文献：
  名称：

  Study on the cyclization of 6-arylethynylpyrimidine-5-carbaldehydes with tert-butylamine: microwave versus thermal preparation of pyrido[4,3-d]pyrimidines

  摘要：

  Thermal and microwave initiated cyclization of 2,4-disubstituted 6-arylethynylpyrimidine-5-carbaldehydes with tert-butylamine has been studied. A novel high-yielding preparation of 2,4-disubstituted 7-arylpyrido[4,3-d]pyrimidines has been developed. The intermediate compounds were isolated and possible mechanism of the reactions is discussed. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.05.015

文献信息

• The First and Efficient Synthesis of 7-Aryl-6-methoxycarbonylquinazolines via Unexpected Reaction of 6-Arylethynylpyrimidine-5-carbaldehydes and Methyl Mercaptoacetate
  作者：Inga Cikotiene、Marius Morkunas

  DOI：10.1055/s-0028-1087514

  日期：——

  A highly concise synthesis of 7-aryl-6-methoxycarbonylquinazolines via reaction of 6-arylethynylpyrimidine-5-carbaldehydes and methyl mercaptoacetate is described.

  描述了通过 6-芳基乙炔基嘧啶-5-甲醛和巯基乙酸甲酯的反应高度简洁地合成 7-芳基-6-甲氧基羰基喹唑啉。