1-(2-methylthio-4-quinazolinyloxy)-1-phenylethanone | 1022985-99-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-methylthio-4-quinazolinyloxy)-1-phenylethanone
• 英文别名: 2-(2-Methylsulfanylquinazolin-4-yl)oxy-1-phenylethanone
• CAS: 1022985-99-4
• 化学式: C₁₇H₁₄N₂O₂S
• 分子量: 310.376
• InChiKey: XYSVXIJNPBRSJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  77.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-甲基磺酰基-4(3H-)-喹唑啉酮 、 2-溴苯乙酮 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以68%的产率得到1-(2-methylthio-4-quinazolinyloxy)-1-phenylethanone
  参考文献：
  名称：

  Regioselective synthesis of N ₍₃₎ ‐ and O‐acylmethyl derivatives of 2‐methylthio‐4(3 H )‐quinazolinone

  摘要：

  Abstractmagnified imageReaction of 2‐methylthio‐4(3H)‐quinazolinone with chloroacetone, ω‐bromoacetophenone or ethyl bromoacetate in different solvents (methanol, acetonitrile, dimethylformamide and toluene) using sodium methoxide or potassium carbonate as a base were studied. Regioselective N(3)‐alkylation took place in toluene using potassium carbonate, whereas in dimethylformamide O‐acylmethyl derivatives were obtained. However chloroacetone reacted with 2‐methylthio‐4(3H)‐quinazolinone under various conditions to give a mixture of N(3)/O‐isomers.

  DOI：

  10.1002/jhet.5570450250

文献信息

• Regioselective synthesis of N ₍₃₎ ‐ and O‐acylmethyl derivatives of 2‐methylthio‐4(3 <i>H</i> )‐quinazolinone
  作者：Milda M. Burbuliene、Rita Mazeikaite、Povilas Vainilavicius

  DOI：10.1002/jhet.5570450250

  日期：2008.3

  Abstractmagnified imageReaction of 2‐methylthio‐4(3H)‐quinazolinone with chloroacetone, ω‐bromoacetophenone or ethyl bromoacetate in different solvents (methanol, acetonitrile, dimethylformamide and toluene) using sodium methoxide or potassium carbonate as a base were studied. Regioselective N(3)‐alkylation took place in toluene using potassium carbonate, whereas in dimethylformamide O‐acylmethyl derivatives were obtained. However chloroacetone reacted with 2‐methylthio‐4(3H)‐quinazolinone under various conditions to give a mixture of N(3)/O‐isomers.