[(2-amino-4-(4-bromophenyl)-1,3-thiazol-5-yl)methylene]methane-1,1-dicarbonitrile | 1210051-76-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: [(2-amino-4-(4-bromophenyl)-1,3-thiazol-5-yl)methylene]methane-1,1-dicarbonitrile
• 英文别名: 2-[[2-Amino-4-(4-bromophenyl)-1,3-thiazol-5-yl]methylidene]propanedinitrile
• CAS: 1210051-76-5
• 化学式: C₁₃H₇BrN₄S
• 分子量: 331.195
• InChiKey: KUNUWHOEBQGRDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-amino-4-(4-bromophenyl)-1,3-thiazole-5-carboxaldehyde 、 丙二腈 在 哌啶 作用下， 以 乙醇 为溶剂， 以86%的产率得到[(2-amino-4-(4-bromophenyl)-1,3-thiazol-5-yl)methylene]methane-1,1-dicarbonitrile
  参考文献：
  名称：

  Synthesis, Characterization, and Biological Activity of Substituted Thiazole-5-carboxaldehydes and Their Ylidenenitriles Derivatives

  摘要：

  The Vilsmeier-Haack reaction of 2-amino -4-(4-substituted phenyl)-thiazoles 1, in the presence of micellar media, gives formylated derivatives 2, which upon hydrolysis afforded thiazole-5-carboxaldehydes 3. Microwave-assisted Knoevenagel condensation of 3 with active methylene compounds, in the presence of piperidine as catalyst, gives excellent yields of ylidenenitrile compounds 4. The structures of the newly synthesized compounds were established on the basis of elemental analysis, IR, H-1 NMR, and C-13 NMR spectral analysis. All newly synthesized compounds were screened for antibacterial activity using two Gram-positive and one Gram-negative bacterial species and their antifungal activity was screened using two fungal species.

  DOI：

  10.1080/10426500802583520