(E)-1-(4,6-Dimethyl-3-pyrrol-1-yl-thieno[2,3-b]pyridin-2-yl)-3-(4-nitro-phenyl)-propenone | 936828-05-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-1-(4,6-Dimethyl-3-pyrrol-1-yl-thieno[2,3-b]pyridin-2-yl)-3-(4-nitro-phenyl)-propenone
• CAS: 936828-05-6
• 化学式: C₂₂H₁₇N₃O₃S
• 分子量: 403.461
• InChiKey: DCNDDIBMNIRTNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.51
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  78.03
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (E)-1-(4,6-Dimethyl-3-pyrrol-1-yl-thieno[2,3-b]pyridin-2-yl)-3-(4-nitro-phenyl)-propenone 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以71%的产率得到4,6-dimethyl-2-[5-(4-nitro-phenyl)-isoxazol-3-yl]-3-pyrrol-1-yl-thieno[2,3-b]pyridine
  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 sodium hydroxide 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 (E)-1-(4,6-Dimethyl-3-pyrrol-1-yl-thieno[2,3-b]pyridin-2-yl)-3-(4-nitro-phenyl)-propenone
  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