4-chloro-5-chloromethyl-1-(4-chlorophenyl)-1H-imidazole | 1438039-23-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-chloro-5-chloromethyl-1-(4-chlorophenyl)-1H-imidazole
• 英文别名: 4-chloro-5-(chloromethyl)-1-(4-chlorophenyl)imidazole
• CAS: 1438039-23-6
• 化学式: C₁₀H₇Cl₃N₂
• 分子量: 261.538
• InChiKey: ARNAYSXICVYPIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-chloro-5-chloromethyl-1-(4-chlorophenyl)-1H-imidazole 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 3.5h， 生成 5-[(benzylsulfanyl)methyl]-4-chloro-1-(4-chlorophenyl)-1H-imidazole
  参考文献：
  名称：

  Polyfunctional imidazoles: VIII. 1-Aryl-4-chloro-5-[R-sulfanyl(sulfonyl)methyl]-1H-imidazoles

  摘要：

  Alkylation of (1-aryl-4-chloro-1H-imidazol-5-yl)methanethiols with alkyl halides, propargyl bromide, or chloroacetic acid gave 1-aryl-5-(R-sulfanylmethyl)-4-chloro-1H-imidazoles. 1-Aryl-4-chloro-5-(methylsulfanylmethyl)-1H-imidazoles and [(1-aryl-4-chloro-1H-imidazol-5-yl)methylsulfanyl]acetic acids were oxidized to the corresponding sulfones with potassium permanganate.

  DOI：

  10.1134/s1070428014090164
• 作为产物：
  描述：

  4-chloro-1-(4-chlorophenyl)-1H-imidazole-5-carbaldehyde 在 sodium tetrahydroborate 、 氯化亚砜 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 2.0h， 生成 4-chloro-5-chloromethyl-1-(4-chlorophenyl)-1H-imidazole
  参考文献：
  名称：

  Polyfunctional imidazoles: VII. 1-aryl-4-chloro-5-[hydroxy(halo)methyl]-1H-imidazoles and their derivatives

  摘要：

  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.

  DOI：

  10.1134/s1070428013040131

文献信息

• Polyfunctional imidazoles: XII.1 Synthesis of 1-[(4-chloro-1H-imidazol-5-yl)methyl]-substituted 1,2,3-triazoles and dihydropyrrolo[3,4-d]triazoles from 5-(azidomethyl)-4-chloro-1H-imidazoles
  作者：A. N. Grozav、V. A. Chornous、M. V. Vovk

  DOI：10.1134/s107042801606018x

  日期：2016.6

  1-Aryl-5-(azidomethyl)-4-chloro-1H-imidazoles reacted with terminal acetylenes in the presence of copper catalyst to give 1-[(1-aryl-4-chloro-1H-imidazol-5-yl)methyl]-1H-1,2,3-triazoles, and their reactions with N-arylmaleimides on heating in benzene afforded 5-aryl-1-[(1-aryl-4-chloro-1H-imidazol-5-yl)methyl]-3a,6a-dihydropyrrolo[3,4-d][1,2,3]triazole-4,6(1H,5H)-diones.