ethyl 6-(4-bromophenyl)imidazo[2,1-b]thiazole-3-carboxylate | 393107-89-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并噻唑类
• 英文名称: ethyl 6-(4-bromophenyl)imidazo[2,1-b]thiazole-3-carboxylate
• 英文别名: Ethyl 6-(4-bromophenyl)imidazo[2,1-b][1,3]thiazole-3-carboxylate
• CAS: 393107-89-6
• 化学式: C₁₄H₁₁BrN₂O₂S
• 分子量: 351.224
• InChiKey: LDLHIESZBYJARB-UHFFFAOYSA-N

物化性质

• 熔点：
  145-146 °C(Solv: ethanol (64-17-5))
• 密度：
  1.61±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  71.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 6-(4-bromophenyl)imidazo[2,1-b]thiazole-3-carboxylate 在 盐酸 、 溶剂黄146 、 sodium nitrite 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 生成 ethyl 8-(4-bromophenyl)-8-hydroxy-3-oxo-8H-[1,2,4]oxadiazolo[3,4-c][1,4]thiazine-5-carboxylate
  参考文献：
  名称：

  Synthesis of Ethyl 8‐Aryl‐8‐hydroxy‐3‐oxo‐8H[1,2,4]oxadiazolo‐[3,4‐c][1,4]thiazine‐5‐carboxylates by Ring‐Expansion Rearrangement

  摘要：

  The title compounds were prepared by the ring-ring interconversion of ethyl 5-nitroso-6-arylimidazo[2,1-b] thiazole-3-carboxylates with hydrochloric acid. The effect of electron-withdrawing substituent in the thiazole ring on the general applicability of the ring-ring interconversion has been also evaluated.

  DOI：

  10.1080/00397910701265945
• 作为产物：
  描述：

  2-氨基噻唑-4-甲酸乙酯 、 2,4'-二溴苯乙酮 以 乙醇 为溶剂， 反应 14.0h， 以52%的产率得到ethyl 6-(4-bromophenyl)imidazo[2,1-b]thiazole-3-carboxylate
  参考文献：
  名称：

  Synthesis of Ethyl 8‐Aryl‐8‐hydroxy‐3‐oxo‐8H[1,2,4]oxadiazolo‐[3,4‐c][1,4]thiazine‐5‐carboxylates by Ring‐Expansion Rearrangement

  摘要：

  The title compounds were prepared by the ring-ring interconversion of ethyl 5-nitroso-6-arylimidazo[2,1-b] thiazole-3-carboxylates with hydrochloric acid. The effect of electron-withdrawing substituent in the thiazole ring on the general applicability of the ring-ring interconversion has been also evaluated.

  DOI：

  10.1080/00397910701265945

文献信息

• Synthesis of Ethyl 8‐Aryl‐8‐hydroxy‐3‐oxo‐8<i>H</i>[1,2,4]oxadiazolo‐[3,4‐<i>c</i>][1,4]thiazine‐5‐carboxylates by Ring‐Expansion Rearrangement
  作者：Rajesh Koti、Vinayak Hegde、Gundurao Kolavi,、Imtiyaz Ahmed Khazi

  DOI：10.1080/00397910701265945

  日期：2007.5.1

  The title compounds were prepared by the ring-ring interconversion of ethyl 5-nitroso-6-arylimidazo[2,1-b] thiazole-3-carboxylates with hydrochloric acid. The effect of electron-withdrawing substituent in the thiazole ring on the general applicability of the ring-ring interconversion has been also evaluated.