5-Chloro-3-(4-fluorophenyl)imidazole-4-carbaldehyde | 1333990-90-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-Chloro-3-(4-fluorophenyl)imidazole-4-carbaldehyde
• CAS: 1333990-90-1
• 化学式: C₁₀H₆ClFN₂O
• 分子量: 224.622
• InChiKey: IHMWFIHDHIXBLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 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：
  34.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Chloro-3-(4-fluorophenyl)imidazole-4-carbaldehyde 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 9.0h， 生成 2-bromo-1-(4-fluorophenyl)-4-chloro-N-phenyl-1H-imidazole-5-carboxamide
  参考文献：
  名称：

  Polyfunctional imidazoles: III. Synthesis of 1-aryl-2,4-dihalo-1H-imidazole-5-carboxylic acids and their derivatives

  摘要：

  1-Aryl-4-chloro(2,4-dichloro)-1H-imidazole-5-carbaldehydes reacted with N-bromosuccinimide affording bromides of 1-aryl-2-bromo(2,4-dichloro)-1H-imidazole-5-carboxylic acids which were converted into the corresponding acids, esters, and amides.

  DOI：

  10.1134/s1070428011080124

文献信息

• Polyfunctional imidazoles: X. Synthesis of 4-chloro-5-(2-nitroalkenyl)-1H-imidazoles and their reaction with 5-methyl-2,4-dihydro-3H-pyrazol-3-one
  作者：V. A. Chornous、A. N. Grozav、O. Ya. Mel’nik、V. V. Pirozhenko、M. V. Vovk

  DOI：10.1134/s1070428015040132

  日期：2015.4

  Condensation of 1-aryl-4-chloro-1H-imidazole-5-carbaldehydes with nitroalkanes in the presence of anhydrous ammonium acetate gave 4-chloro-5-(2-nitroalkenyl)-1H-imidazoles which reacted with 5-methyl-2,4-dihydro-3H-pyrazol-3-one according to the Michael addition scheme with formation of 4-[1-(4-chloro-1H-imidazol-5-yl)-2-nitroalkyl]-5-methyl-1H-pyrazol-3-ols.
• Polyfunctional imidazoles: VII. 1-aryl-4-chloro-5-[hydroxy(halo)methyl]-1H-imidazoles and their derivatives
  作者：V. A. Chornous、A. N. Grozav、D. V. Klyukovskii、A. V. Bezdudnyi、M. V. Vovk

  DOI：10.1134/s1070428013040131

  日期：2013.4

  The reduction of 1-aryl-4-chloro-1H-imidazole-5-carbaldehydes with sodium tetrahydridoborate gave 1-aryl-4-chloro-1H-imidazol-5-ylmethanols which were converted into 5-chloromethyl and 5-fluoromethyl derivatives. 1-Aryl-4-chloro-5-chloromethyl-1H-imidazoles reacted with sodium azide, secondary amines, thiols, and triphenylphosphine to produce the corresponding products of chlorine replacement in the 5-chloromethyl group.