2-ethyl-4-methyl-2H-benzo[b][1,4]thiazin-3(4H)-one | 1239573-85-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 2-ethyl-4-methyl-2H-benzo[b][1,4]thiazin-3(4H)-one
• 英文别名: 2-Ethyl-4-methyl-1,4-benzothiazin-3-one
• CAS: 1239573-85-3
• 化学式: C₁₁H₁₃NOS
• 分子量: 207.296
• InChiKey: QHJOXQVRSLYNMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 copper(l) iodide 、 1,10-菲罗啉 、 caesium carbonate 、 硫代乙酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 13.25h， 以94%的产率得到2-ethyl-4-methyl-2H-benzo[b][1,4]thiazin-3(4H)-one
  参考文献：
  名称：

  Copper-Catalyzed Cascade Syntheses of 2H-benzo[b][1,4]thiazin-3(4H)-ones and Quinoxalin-2(1H)-ones through Capturing S and N Atom Respectively from AcSH and TsNH₂

  摘要：

  A copper-catalyzed cascade method has been developed to synthesize the 2H-benzo[b][1,4]thiazin-3(4H)-ones from 2-halo-N-(2-halophenyl)-acetamides 1 and AcSH via the S(N)2/deacetylation/coupling process, and to synthesize the quinoxalin-2(1H)-ones from 1 and TsNH2 via the S(N)2/coupling/desulfonation process. The target products were obtained with diversity at three positions on their scaffolds.

  DOI：

  10.1021/jo101253a

文献信息

• Copper-Catalyzed Cascade Syntheses of 2<i>H</i>-benzo[<i>b</i>][1,4]thiazin-3(4<i>H</i>)-ones and Quinoxalin-2(1<i>H</i>)-ones through Capturing S and N Atom Respectively from AcSH and TsNH₂
  作者：Dingben Chen、Zhi-Jing Wang、Weiliang Bao

  DOI：10.1021/jo101253a

  日期：2010.8.20

  A copper-catalyzed cascade method has been developed to synthesize the 2H-benzo[b][1,4]thiazin-3(4H)-ones from 2-halo-N-(2-halophenyl)-acetamides 1 and AcSH via the S(N)2/deacetylation/coupling process, and to synthesize the quinoxalin-2(1H)-ones from 1 and TsNH2 via the S(N)2/coupling/desulfonation process. The target products were obtained with diversity at three positions on their scaffolds.