3-(1,3-Dioxo-1,3-dihydro-1λ⁴-isothiazolo[5,4-b]pyridin-2-yl)-propionic acid ethyl ester | 174468-86-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-(1,3-Dioxo-1,3-dihydro-1λ⁴-isothiazolo[5,4-b]pyridin-2-yl)-propionic acid ethyl ester
• 英文别名: Ethyl 3-(1,3-dioxo-[1,2]thiazolo[5,4-b]pyridin-2-yl)propanoate
• CAS: 174468-86-1
• 化学式: C₁₁H₁₂N₂O₄S
• 分子量: 268.293
• InChiKey: ASLOJOXZTZHSLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  95.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(1,3-Dioxo-1,3-dihydro-1λ⁴-isothiazolo[5,4-b]pyridin-2-yl)-propionic acid ethyl ester 在 sodium hypochlorite 、 四丁基溴化铵 作用下， 以 乙酸乙酯 为溶剂， 以81%的产率得到3-(1,1,3-Trioxo-1,3-dihydro-1λ⁶-isothiazolo[5,4-b]pyridin-2-yl)-propionic acid ethyl ester
  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 、 sodium hydroxide 、 oxone 作用下， 以 1,4-二氧六环 、 甲醇 、 水 为溶剂， 生成 3-(1,3-Dioxo-1,3-dihydro-1λ⁴-isothiazolo[5,4-b]pyridin-2-yl)-propionic acid ethyl ester
  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 and Evaluation of New Ethyl 2,3- Dihydro-3-oxoisothiazolo[5,4-<i>b</i>]pyridine- 2-alkanoate Derivatives as Potential Herbicides
  作者：Maria J. Gil、José M. Zabalza、Javier Navarro、Maria A. Mañú、Alberto González、Víctor Martínez Merino、Arantxa Canal、Mercedes Royuela、Pedro M. Aparicio-Tejo

  DOI：10.1002/(sici)1096-9063(199702)49:2<148::aid-ps515>3.0.co;2-u

  日期：1997.2