1-methylidene-5H-[1,3]thiazolo[2,3-c][1,2,4]benzotriazine | 203114-66-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 1-methylidene-5H-[1,3]thiazolo[2,3-c][1,2,4]benzotriazine
• CAS: 203114-66-3
• 化学式: C₁₀H₉N₃S
• 分子量: 203.268
• InChiKey: DDFJLUBXUBHGHE-UHFFFAOYSA-N

物化性质

• 沸点：
  360.4±35.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  14.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  27.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-methylidene-5H-[1,3]thiazolo[2,3-c][1,2,4]benzotriazine 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以90%的产率得到1-methyl-5H-[1,3]thiazolo[2,3-c][1,2,4]benzotriazine
  参考文献：
  名称：

  Regioselective annelation of 3-(prop-2-ynylsulfanyl)-1,2,4-benzotriazine to thiazolo[2,3-c][1,2,4]benzotriazine

  摘要：

  Thiosemicarbazide reacted with 1,2-diaminobenzene to give 1,2-dihydro-3-thioxo-1,2,4-benzotriazine (1) in fairly good yield in a solvent free reaction under microwave irradiation. 1 was condensed with prop-2-ynyl bromide in the presence of sodium methoxide to afford the corresponding 3-(prop-2-ynylsulfanyl)-1,2,4-benzotriazine (5). Transformation of 5 to 3-methylidene-2,3-dihydro-9H-thiazolo[2,3-c][1,2,4]benzotriazine (6) was performed in the presence of a palladium salt.

  DOI：

  10.1007/bf00807564
• 作为产物：
  描述：

  1,2-dihydrobenzo[e][1,2,4]triazine-3(4H)-thione 在 二(氰基苯)二氯化钯 sodium methylate 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 8.0h， 生成 1-methylidene-5H-[1,3]thiazolo[2,3-c][1,2,4]benzotriazine
  参考文献：
  名称：

  Regioselective annelation of 3-(prop-2-ynylsulfanyl)-1,2,4-benzotriazine to thiazolo[2,3-c][1,2,4]benzotriazine

  摘要：

  Thiosemicarbazide reacted with 1,2-diaminobenzene to give 1,2-dihydro-3-thioxo-1,2,4-benzotriazine (1) in fairly good yield in a solvent free reaction under microwave irradiation. 1 was condensed with prop-2-ynyl bromide in the presence of sodium methoxide to afford the corresponding 3-(prop-2-ynylsulfanyl)-1,2,4-benzotriazine (5). Transformation of 5 to 3-methylidene-2,3-dihydro-9H-thiazolo[2,3-c][1,2,4]benzotriazine (6) was performed in the presence of a palladium salt.

  DOI：

  10.1007/bf00807564

文献信息

• SILICA CHLORIDE CATALYZED CYCLIZATION REACTION: UNIQUE SYNTHESIS OF CONDENSED THIAZOLES AND SELENAZOLE
  作者：Majid M. Heravi、Reza Zadmard、Mitra Ghassemzadeh、Mahmood Tajbakhsh、Neda Riahifar

  DOI：10.1080/10426500108040587

  日期：2001.3.1

  Abstract The facile and regioselective synthesis of thiazoles and selenazoles has been performed by the catalytic action of silica chloride on corresponding propynylthio and propynylseleno derivatives, respectively.

  摘要 通过氯化硅分别对相应的丙炔硫基和丙炔基硒代衍生物的催化作用，实现了噻唑和硒唑的简便和区域选择性合成。