2-(chloroacetyl) isothiazolium chloride | 97148-24-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 2-(chloroacetyl) isothiazolium chloride
• 英文别名: 2-chloro-1-(4-phenyl-1,2-thiazol-2-ium-2-yl)ethanone;chloride
• CAS: 97148-24-8
• 化学式: C₁₁H₉ClNOS*Cl
• 分子量: 274.171
• InChiKey: QWWKXWNZJWWOPB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.41
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  20.95
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(chloroacetyl) isothiazolium chloride 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  [2+2] Cycloaddition Reactions of Isothiazoles Intramolecular Nucleophilic Attack On Isothiazolium Salts Preparation of New β-Lactam Systems Based on Isothiazole Nucleus

  摘要：

  Abstract[2+2] cycloaddition reactions of isothiazoles with diphenyl ketene afford new fused β‐lactam systems. The intramolecular nucleophilic attack of carbanions on isothiazolium salts is found to take place on the ring sulphur atom. 2‐H‐2‐benzoyl‐1, 3‐thiazines were prepared and allowed to react with diphenyl ketene, or with acid chloride in the presence of a tertiary amine, to afford the corresponding β‐lactams.

  DOI：

  10.1002/bscb.19850940213
• 作为产物：
  描述：

  4-苯基异噻唑 、 氯乙酰氯 反应 0.5h， 以73%的产率得到2-(chloroacetyl) isothiazolium chloride
  参考文献：
  名称：

  [2+2] Cycloaddition Reactions of Isothiazoles Intramolecular Nucleophilic Attack On Isothiazolium Salts Preparation of New β-Lactam Systems Based on Isothiazole Nucleus

  摘要：

  Abstract[2+2] cycloaddition reactions of isothiazoles with diphenyl ketene afford new fused β‐lactam systems. The intramolecular nucleophilic attack of carbanions on isothiazolium salts is found to take place on the ring sulphur atom. 2‐H‐2‐benzoyl‐1, 3‐thiazines were prepared and allowed to react with diphenyl ketene, or with acid chloride in the presence of a tertiary amine, to afford the corresponding β‐lactams.

  DOI：

  10.1002/bscb.19850940213