7H-thiazolo[3,2-b]-1,2,4-triazin-7-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 7H-thiazolo[3,2-b]-1,2,4-triazin-7-one
• 英文别名: 7,8-Dihydroxy-2-methyl-[1,2,4]triazino[3,2-b][1,3]benzothiazol-3-one；7,8-dihydroxy-2-methyl-[1,2,4]triazino[3,2-b][1,3]benzothiazol-3-one
• 化学式: C₁₀H₇N₃O₃S
• 分子量: 249.25
• InChiKey: HQWGXMSJXSXMFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  邻苯二酚 、 6-氮杂-2-硫代胸腺嘧啶 以 水 为溶剂， 生成 7H-thiazolo[3,2-b]-1,2,4-triazin-7-one
  参考文献：
  名称：

  估计电化学生成的邻苯醌与各种含硫醇基亲核试剂反应的异质速率常数

  摘要：

  通过循环伏安法在各种条件下，例如pH，亲核试剂浓度和扫描速率，研究了儿茶酚（1a–c）与某些含有巯基（2a–f）的亲核试剂氧化衍生的邻苯醌的反应。在各种条件下，基于EC电化学机理（“ E”代表电极表面的电子转移，“ C”代表均相化学反应），通过比较实验循环来估算观察到的均相速率常数（k obs）每个亲核试剂的伏安响应和数字模拟结果。结果表明，k obs的大小取决于邻苯二酚环上取代基的性质和亲核试剂的亲核性。©2009 Wiley Periodicals，Inc.国际化学杂志Kinet 41：426–431，2009

  DOI：

  10.1002/kin.20402

文献信息

• Electro-Oxidation of 3,4-Dihydroxybenzoic Acid in the Presence of 6-Methyl-1,2,4-Triazine-3-Thione-5-One: Unique Synthesis of 7<i>H</i>-Thiazolo[3,2-<i>b</i>]-1,2,4-Triazin-7-One Derivative in Aqueous Media
  作者：Lida Fotouhi、Davood Nematollahi、Majid M. Heravi

  DOI：10.1002/jccs.200700166

  日期：2007.10

  (2) in aqueous solution. The oxidation mechanism of 1 and its reaction in the presence of 2 was offered. It was confirmed that 1 is converted to 7H-thiazolo[3,2-b]-1,2,4-triazin-7-one derivative 5 through Michael addition reaction of 2 to anodically generated o-benzoquinone. The results of the research were used for electrochemical synthesis of 5 in an undivided cell in good yield and purity.

  3,4-二羟基苯甲酸 (1) 的电化学氧化已在 6-methyl-l ,2,4-triazine-3-thione-5-one (2) 存在下在水溶液中进行了研究。给出了1的氧化机理及其在2存在下的反应。通过2与阳极生成的邻苯醌的迈克尔加成反应，证实1转化为7H-噻唑并[3,2-b]-1,2,4-triazin-7-one衍生物5。研究结果用于在未分裂的电池中以良好的收率和纯度电化学合成 5。
• An efficient electrochemical method for a unique synthesis of new derivatives of 7H-thiazolo[3,2-b]-1,2,4-triazin-7-one
  作者：L. Fotouhi、D. Nematollahi、M.M. Heravi、E. Tammari

  DOI：10.1016/j.tetlet.2006.01.053

  日期：2006.3

  The electrochemical oxidation of catechols (1a-c) has been Studied in the presence of 6-methyl-1,2,4-triazine-3-thion-5-one 3 in aqueous sodium acetate, using cyclic voltammetry and controlled-potential coulometry. A plausible mechanism for the oxidation of catechols and their reaction with 3 is presented. All the catechol derivatives (1a-c) were converted into 7H-thiazolo[3,2-b]-1,2,4-triazin-7-one derivatives (6a-c) through a Michael-type addition reaction of 3 to anodically generated o-quinones. The electrochemical syntheses of 6a-c were successfully performed in one pot in all undivided cell using all environmentally friendly method with high atomic economy. (c) 2006 Elsevier Ltd. All rights reserved.
• Estimation of heterogeneous rate constants of reaction of electrochemically generated<i>o</i>-benzoquinones with various nucleophiles containing thiol group
  作者：Lida Fotouhi、Esmail Tammari、Samaneh Asadi、Majid M. Heravi、Davood Nematollahi

  DOI：10.1002/kin.20402

  日期：2009.6

  The reaction of o‐benzoquinone derived by the oxidation of catechols (1a–c) with some nucleophiles containing thiol group (2a–f) has been studied in various conditions, such as pH, nucleophile concentration, and scan rate, using cyclic voltammetry. In various conditions, based on an EC electrochemical mechanism (“E” represents an electron transfer at the electrode surface and “C” represents a homogeneous

  通过循环伏安法在各种条件下，例如pH，亲核试剂浓度和扫描速率，研究了儿茶酚（1a–c）与某些含有巯基（2a–f）的亲核试剂氧化衍生的邻苯醌的反应。在各种条件下，基于EC电化学机理（“ E”代表电极表面的电子转移，“ C”代表均相化学反应），通过比较实验循环来估算观察到的均相速率常数（k obs）每个亲核试剂的伏安响应和数字模拟结果。结果表明，k obs的大小取决于邻苯二酚环上取代基的性质和亲核试剂的亲核性。©2009 Wiley Periodicals，Inc.国际化学杂志Kinet 41：426–431，2009