2-methylthio-3-(2-oxopropyl)-4(3H)-quinazolinone | 1022986-01-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-methylthio-3-(2-oxopropyl)-4(3H)-quinazolinone
• 英文别名: 2-Methylsulfanyl-3-(2-oxopropyl)quinazolin-4-one
• CAS: 1022986-01-1
• 化学式: C₁₂H₁₂N₂O₂S
• 分子量: 248.305
• InChiKey: WQNXWKWURUECGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基磺酰基-4(3H-)-喹唑啉酮 、 一氯丙酮 在 potassium carbonate 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以74%的产率得到2-methylthio-3-(2-oxopropyl)-4(3H)-quinazolinone
  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.