2-bromo-3-(4-methylphenyl)-1-(5-nitrofuran-2-yl)prop-2-en-1-one | 158745-15-4

• 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: 2-bromo-3-(4-methylphenyl)-1-(5-nitrofuran-2-yl)prop-2-en-1-one
• CAS: 158745-15-4
• 化学式: C₁₄H₁₀BrNO₄
• 分子量: 336.142
• InChiKey: GHFNHZKZJMWJEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.11
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  73.35
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-bromo-3-(4-methylphenyl)-1-(5-nitrofuran-2-yl)prop-2-en-1-one 、 4-氨基-5-对甲苯基-4H-[1,2,4]噻唑-3-硫醇 在 sodium acetate 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 以46%的产率得到(7Z)-3-(4-methylphenyl)-7-[(4-methylphenyl)methylidene]-6-(5-nitrofuran-2-yl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
  参考文献：
  名称：

  Synthesis, structural characterization, crystallographic analysis and antibacterial properties of some nitrofuryl triazolo[3,4-b]-1,3,4-thiadiazines

  摘要：

  A series of 1-(5-nitro-2-furyl)-2-bromo-3-aryl-2-propen-1-ones has been prepared through dehydrobromination of 2,3-dibromo-1-(5-nitro-2-furyl)-3-arylpropan-1-ones. Condensation of 1-(5-nitro-2-furyl)-2-bromo-3-aryl-2-propen-1-ones with 4-amino-5-mercapto-1,2,4-triazoles afforded a new class of 6-(5-nitro-2-furyl)-7-arylidene-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines. The structure of the condensation products are fully confirmed by analytical, IR, NMR and mass spectral data. The formation of 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines rather than 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazepines in the above condensation has also been confirmed by X-ray crystallographic analysis. The newly synthesized compounds have been screened for their in vitro antibacterial activity against Gram-positive and Gram-negative bacteria.

  DOI：

  10.1016/0223-5234(94)90100-7
• 作为产物：
  描述：

  2,3-dibromo-1-(5-nitro-2-furyl)-3-(p-tolyl)-propan-1-one 在 三乙胺 作用下， 以 苯 为溶剂， 反应 24.0h， 以68%的产率得到2-bromo-3-(4-methylphenyl)-1-(5-nitrofuran-2-yl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis, structural characterization, crystallographic analysis and antibacterial properties of some nitrofuryl triazolo[3,4-b]-1,3,4-thiadiazines

  摘要：

  A series of 1-(5-nitro-2-furyl)-2-bromo-3-aryl-2-propen-1-ones has been prepared through dehydrobromination of 2,3-dibromo-1-(5-nitro-2-furyl)-3-arylpropan-1-ones. Condensation of 1-(5-nitro-2-furyl)-2-bromo-3-aryl-2-propen-1-ones with 4-amino-5-mercapto-1,2,4-triazoles afforded a new class of 6-(5-nitro-2-furyl)-7-arylidene-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines. The structure of the condensation products are fully confirmed by analytical, IR, NMR and mass spectral data. The formation of 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines rather than 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazepines in the above condensation has also been confirmed by X-ray crystallographic analysis. The newly synthesized compounds have been screened for their in vitro antibacterial activity against Gram-positive and Gram-negative bacteria.

  DOI：

  10.1016/0223-5234(94)90100-7