2-(N-Methyl-anilino)-3H-pyrimidon-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(N-Methyl-anilino)-3H-pyrimidon-4
• 英文别名: 2-(N-methyl-anilino)-3H-pyrimidin-4-one；2-(N-Methyl-anilino)-3H-pyrimidin-4-on；2-(Methylanilino)-4-pyrimidinol；2-(N-methylanilino)-1H-pyrimidin-6-one
• 化学式: C₁₁H₁₁N₃O
• 分子量: 201.228
• InChiKey: DZLRLEPQYCKYDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  44.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(N-Methyl-anilino)-3H-pyrimidon-4 在 ammonium sulfate 、 氨 、 六甲基二硅氮烷 作用下， 以 甲醇 为溶剂， 生成 1-(β-D-ribofuranosyl)-2-[methyl(phenyl)amino]-1H-pyrimidin-4-one
  参考文献：
  名称：

  Synthesis of N 2-Arylisocytidines and N 2-Aryl-2′-deoxyisocytidines

  摘要：

  2-(Arylamino)pyrimidin-4-ones were synthesized, silylated, and condensed with l,2,3,5-tetra-O-acetyl-beta-D-ribofuranoside to afford the corresponding N-2-aryl protected isocytidines. Deprotection of the acetylated isocytidines using saturated NH3 in MeOH solution gave 1-(beta-D-ribofuranosyl)-2-(arylamino)-4-pyrimidinones. Methyl 2-deoxy-3,5-di-O-toluyl-alpha/beta-D-ribofuranoside was prepared and condensed with the previously silylated bases to afford the anomeric mixture of protected nucleosides. The pure beta-anomers were synthesized with better yield by treating the sodium salts of N-2-arylisocytosine derivatives with 2-deoxy-3,5-di-O-toluyl-alpha-D-ribofuranosyl chloride. Deprotection of the latter anomers afforded the corresponding free hydroxyl derivatives. The synthesized free nucleosides are under antiviral and oligonucleotide investigations.

  DOI：

  10.1007/s00706-007-0671-9
• 作为产物：
  描述：

  2-(乙硫基)-4-嘧啶醇 、 N-甲基苯胺 生成 2-(N-Methyl-anilino)-3H-pyrimidon-4
  参考文献：
  名称：

  Johnson; Heyl, American Chemical Journal, 1907, vol. 38, p. 241

  摘要：

  DOI：

文献信息

• Synthesis of N 2-Arylisocytidines and N 2-Aryl-2′-deoxyisocytidines
  作者：Omar M. Ali

  DOI：10.1007/s00706-007-0671-9

  日期：2007.9

  2-(Arylamino)pyrimidin-4-ones were synthesized, silylated, and condensed with l,2,3,5-tetra-O-acetyl-beta-D-ribofuranoside to afford the corresponding N-2-aryl protected isocytidines. Deprotection of the acetylated isocytidines using saturated NH3 in MeOH solution gave 1-(beta-D-ribofuranosyl)-2-(arylamino)-4-pyrimidinones. Methyl 2-deoxy-3,5-di-O-toluyl-alpha/beta-D-ribofuranoside was prepared and condensed with the previously silylated bases to afford the anomeric mixture of protected nucleosides. The pure beta-anomers were synthesized with better yield by treating the sodium salts of N-2-arylisocytosine derivatives with 2-deoxy-3,5-di-O-toluyl-alpha-D-ribofuranosyl chloride. Deprotection of the latter anomers afforded the corresponding free hydroxyl derivatives. The synthesized free nucleosides are under antiviral and oligonucleotide investigations.
• Johnson; Heyl, American Chemical Journal, 1907, vol. 38, p. 241
  作者：Johnson、Heyl

  DOI：——

  日期：——