2-(4-Bromo-phenyl)-1-oxo-1,2-dihydro-1λ⁴-isothiazolo[5,4-b]pyridin-3-one | 174468-83-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-Bromo-phenyl)-1-oxo-1,2-dihydro-1λ⁴-isothiazolo[5,4-b]pyridin-3-one
• 英文别名: 2-(4-Bromophenyl)-1-oxo-[1,2]thiazolo[5,4-b]pyridin-3-one
• CAS: 174468-83-8
• 化学式: C₁₂H₇BrN₂O₂S
• 分子量: 323.17
• InChiKey: STPZWQPVNSMIAE-UHFFFAOYSA-N

物化性质

• 沸点：
  541.1±56.0 °C(Predicted)
• 密度：
  1.92±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-Bromo-phenyl)-1-oxo-1,2-dihydro-1λ⁴-isothiazolo[5,4-b]pyridin-3-one 在 sodium hypochlorite 、 四丁基溴化铵 作用下， 以 乙酸乙酯 为溶剂， 以94%的产率得到2-(4-Bromo-phenyl)-1,1-dioxo-1,2-dihydro-1λ⁶-isothiazolo[5,4-b]pyridin-3-one
  参考文献：
  名称：

  Synthesis of 2-Substituted Isothiazolo[5,4-b]pyridin-3(2H)-one 1,1-Dioxides

  摘要：

  The Isothiazolo[5,4-b]pyridin-3(2H)-one 1,1-dioxides (3a - g) were prepared from the corresponding isothiazolo[5,4-b]pyridin-3(2H)-ones (1a - g) by means of an oxidation with oxone(R) (KHSO5) and sodium hypochlorite (NaOCl) in two steps. The influence of the substituents (R), in position 2 of this system, on the oxidation process was studied. While the oxidation of 1a - g with 3-chloroperoxybenzoic acid gave yields of 3a - g depending greatly on the nature of R, the combined KHSO5/NaOCl method gave good yields of 3a - g in all of the cases studied.

  DOI：

  10.3987/com-95-7196
• 作为产物：
  描述：

  2-(氯硫基)烟酰氯 在 Oxone 、 oxone 、 三乙胺 作用下， 以 甲醇 、 氯仿 、 水 为溶剂， 反应 1.0h， 生成 2-(4-Bromo-phenyl)-1-oxo-1,2-dihydro-1λ⁴-isothiazolo[5,4-b]pyridin-3-one
  参考文献：
  名称：

  Synthesis of 2-Substituted Isothiazolo[5,4-b]pyridin-3(2H)-one 1,1-Dioxides

  摘要：

  The Isothiazolo[5,4-b]pyridin-3(2H)-one 1,1-dioxides (3a - g) were prepared from the corresponding isothiazolo[5,4-b]pyridin-3(2H)-ones (1a - g) by means of an oxidation with oxone(R) (KHSO5) and sodium hypochlorite (NaOCl) in two steps. The influence of the substituents (R), in position 2 of this system, on the oxidation process was studied. While the oxidation of 1a - g with 3-chloroperoxybenzoic acid gave yields of 3a - g depending greatly on the nature of R, the combined KHSO5/NaOCl method gave good yields of 3a - g in all of the cases studied.

  DOI：

  10.3987/com-95-7196

文献信息

• Synthesis of 2-Substituted Isothiazolo[5,4-b]pyridin-3(2H)-one 1,1-Dioxides
  作者：Victor Martinez-Merino、Maria J. Gil、Jose M. Zabalza、Alberto Gonzalez

  DOI：10.3987/com-95-7196

  日期：——

  The Isothiazolo[5,4-b]pyridin-3(2H)-one 1,1-dioxides (3a - g) were prepared from the corresponding isothiazolo[5,4-b]pyridin-3(2H)-ones (1a - g) by means of an oxidation with oxone(R) (KHSO5) and sodium hypochlorite (NaOCl) in two steps. The influence of the substituents (R), in position 2 of this system, on the oxidation process was studied. While the oxidation of 1a - g with 3-chloroperoxybenzoic acid gave yields of 3a - g depending greatly on the nature of R, the combined KHSO5/NaOCl method gave good yields of 3a - g in all of the cases studied.