4,6-dimethyl-3-(pyrrol-1-yl)thieno[2,3-b]pyridin-2-acetylthiosemicarbazone | 936828-18-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 4,6-dimethyl-3-(pyrrol-1-yl)thieno[2,3-b]pyridin-2-acetylthiosemicarbazone
• CAS: 936828-18-1
• 化学式: C₁₆H₁₇N₅S₂
• 分子量: 343.476
• InChiKey: ZIRXFIGUWVBDQQ-UHFFFAOYSA-N

物化性质

• 熔点：
  208 °C(Solvent: Ethanol)
• 沸点：
  545.2±60.0 °C(predicted)
• 密度：
  1.39±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  68.23
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4,6-dimethyl-3-(pyrrol-1-yl)thieno[2,3-b]pyridin-2-acetylthiosemicarbazone 、 2-溴丙酸乙酯 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以69%的产率得到
  参考文献：
  名称：

  The Synthesis of Some Pyrazolyl- and Thiazolylthienopyridines

  摘要：

  2-acetyl-3-amino-4,6-dimethylthieno[2,3-b]pyridine 1 reacted with dimethoxy-tetrahydrofuran in acetic acid and ethyl cyanoacetate in the presence of ammonium acetate or with NaNO2 in the presence of an AcOH/HCl mixture to produce 2-4. Compound 2 reacted with aromatic aldehydes, semicarbazide hydrochloride, thiosemicarbazide, and phenyl hydrazine or with hydrazine hydrate to give compounds 5a-c and 11a-d, respectively.Chalcone 5 reacted with hydrazines, hydroxylamine hydrochloride, or thiourea to produce compounds 6-9. Thiosemicarbazone 11b reacted with alpha-haloester to produce the corresponding thiazolidinone derivatives 12a, b ; also it reacted with omega-bromoacetophenone to give thiazoline derivatives 13a, b .

  DOI：

  10.1080/10426500600605665
• 作为产物：
  描述：

  1-(3-氨基-4,6-二甲基噻吩并[2,3-b]吡啶-2-基)乙酮 在 溶剂黄146 作用下， 反应 3.0h， 生成 4,6-dimethyl-3-(pyrrol-1-yl)thieno[2,3-b]pyridin-2-acetylthiosemicarbazone
  参考文献：
  名称：

  The Synthesis of Some Pyrazolyl- and Thiazolylthienopyridines

  摘要：

  2-acetyl-3-amino-4,6-dimethylthieno[2,3-b]pyridine 1 reacted with dimethoxy-tetrahydrofuran in acetic acid and ethyl cyanoacetate in the presence of ammonium acetate or with NaNO2 in the presence of an AcOH/HCl mixture to produce 2-4. Compound 2 reacted with aromatic aldehydes, semicarbazide hydrochloride, thiosemicarbazide, and phenyl hydrazine or with hydrazine hydrate to give compounds 5a-c and 11a-d, respectively.Chalcone 5 reacted with hydrazines, hydroxylamine hydrochloride, or thiourea to produce compounds 6-9. Thiosemicarbazone 11b reacted with alpha-haloester to produce the corresponding thiazolidinone derivatives 12a, b ; also it reacted with omega-bromoacetophenone to give thiazoline derivatives 13a, b .

  DOI：

  10.1080/10426500600605665