ethyl (2-methylthio-4-quinazolinyloxy)acetate | 1022986-00-0

• 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: ethyl (2-methylthio-4-quinazolinyloxy)acetate
• 英文别名: Ethyl 2-(2-methylsulfanylquinazolin-4-yl)oxyacetate
• CAS: 1022986-00-0
• 化学式: C₁₃H₁₄N₂O₃S
• 分子量: 278.332
• InChiKey: XCPKVFGNPIHAJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  86.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-甲基磺酰基-4(3H-)-喹唑啉酮 、 溴乙酸乙酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以80%的产率得到ethyl (2-methylthio-4-quinazolinyloxy)acetate
  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