4-allyl-5-hydroxybenzo<1,2-c;3,4-c'>bis<1,2,5>thiadiazole | 142071-34-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 英文名称: 4-allyl-5-hydroxybenzo<1,2-c;3,4-c'>bis<1,2,5>thiadiazole
• 英文别名: 5-Allyl-[1,2,5]thiadiazolo[3,4-g][2,1,3]benzothiadiazol-4-ol；5-prop-2-enyl-[1,2,5]thiadiazolo[3,4-g][2,1,3]benzothiadiazol-4-ol
• CAS: 142071-34-9
• 化学式: C₉H₆N₄OS₂
• 分子量: 250.305
• InChiKey: VTROZZMQOVZOOU-UHFFFAOYSA-N

物化性质

• 沸点：
  416.1±40.0 °C(Predicted)
• 密度：
  1.642±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  128
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-bromobenzo<1,2-c:3,4-c'>bis<1,2,5>thiadiazole 在 sodium 作用下， 以 六甲基磷酰三胺 、 甲苯 为溶剂， 反应 32.0h， 生成 4-allyl-5-hydroxybenzo<1,2-c;3,4-c'>bis<1,2,5>thiadiazole
  参考文献：
  名称：

  Nucleophilic Substitution Reaction of 4-Bromo-benzo[1,2-c;3,4-c']bis[1,2,5]thiadiazole and Reduction of Hydroxy and MEethoxy Derivative to the Corresponding 1,2,3,4-Benzenetetraaamine

  摘要：

  Bromobenzo[1,2-c;3,4-c]bis[1,2,5]thiadiazole (2a) reacted with a series of nucleophiles to give alkoxy-, propylthio-, and amino-substituted derivatives (3,8, and 9). Reaction of 2a with allyl alcohol at room temperature gave allyl ether (3e) which, on being heated, rearranged to 4-allyl-5-hydroxy derivative (4). Treatment of methoxy and ethoxy derivatives (3a and 3b) with hydrobromic acid gave hydroxy compound (5). Reduction of 3a and 5 gave the corresponding 1,2,3,4-benzenetetraamine (10.3HCl) and (11.2HCl), respectively. Reduction of piperidino derivative (9b) gave a mixture of hydrochlorides of 1,2,3,4-benzenetetraamine (1a), 11, and 5-piperidino-1,2,3,4-benzenetetraamine (12).

  DOI：

  10.3987/com-91-s84

文献信息

• Nucleophilic Substitution Reaction of 4-Bromo-benzo[1,2-c;3,4-c']bis[1,2,5]thiadiazole and Reduction of Hydroxy and MEethoxy Derivative to the Corresponding 1,2,3,4-Benzenetetraaamine
  作者：Shuntaro Mataka、Youji Ikezaki、Kazufumi Takahashi、Akiyoshi Tori-i、Masashi Tashiro

  DOI：10.3987/com-91-s84

  日期：——

  Bromobenzo[1,2-c;3,4-c]bis[1,2,5]thiadiazole (2a) reacted with a series of nucleophiles to give alkoxy-, propylthio-, and amino-substituted derivatives (3,8, and 9). Reaction of 2a with allyl alcohol at room temperature gave allyl ether (3e) which, on being heated, rearranged to 4-allyl-5-hydroxy derivative (4). Treatment of methoxy and ethoxy derivatives (3a and 3b) with hydrobromic acid gave hydroxy compound (5). Reduction of 3a and 5 gave the corresponding 1,2,3,4-benzenetetraamine (10.3HCl) and (11.2HCl), respectively. Reduction of piperidino derivative (9b) gave a mixture of hydrochlorides of 1,2,3,4-benzenetetraamine (1a), 11, and 5-piperidino-1,2,3,4-benzenetetraamine (12).