4-methyl-5-[(4,5-diphenylimidazol-2-yl)thiomethyl]-2H-1,2,4-triazole-3-thione | 1391014-08-6

• 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-methyl-5-[(4,5-diphenylimidazol-2-yl)thiomethyl]-2H-1,2,4-triazole-3-thione
• 英文别名: 3-[(4,5-diphenyl-1H-imidazol-2-yl)sulfanylmethyl]-4-methyl-1H-1,2,4-triazole-5-thione
• CAS: 1391014-08-6
• 化学式: C₁₉H₁₇N₅S₂
• 分子量: 379.509
• InChiKey: BDJQWKKYPIWRHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  <(4,5-diphenyl-1H-imidazol-2-yl)thio>acetic acid hydrazide 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 14.0h， 生成 4-methyl-5-[(4,5-diphenylimidazol-2-yl)thiomethyl]-2H-1,2,4-triazole-3-thione
  参考文献：
  名称：

  Synthesis, Characterization and Evaluation of Antimicrobial Activity of Some Novel 1,2,4-Triazoles and 1,3,4-Thiadiazoles Bearing Imidazole Nuclues

  摘要：

  A series of N-1-[(4,5-di and 1,4,5-triphenylimidazol-2-yl)thioacetyl]-N-4-alkyl/aryl-thiosemicarbazides 3-7 were synthesized from (4,5-di and 3,4,5-triphenylimidazol-2-yl)thioacetic acid hydrazide 1, 2. The treatment of compounds 3-7 with NaOH gave 5- [(4,5-di and 1,4,5-triphenylimidazol-2-yl)-3-thiomethyl]-4-alkyl/aryl-2H-1,2,4-triazoles-3-thione 8-12, while the acidic treatment of compounds 3-7 afforded 5-[(4,5-di- and 1,4,5-triphenylimidazol-2-yl)-3-thiomethyl]-2-alkyl/arylamino-1,3,4-thiadiazoles 13-17. Moreover, potassium hydrazinecarbothionates 18, 19 were obtained from the reaction of acyl hydrazides 1, 2 with carbon disulfides in basic media and converted into 4-amino-1,2,4-triazole-3-thiones 20, 21 and 1,3,4-thiadiazole-2-thiols 22, 23 by the treatment with hydrazine hydrate and sulfuric acid, respectively. All newly synthesized compounds were screened for their antimicrobial activity.

  DOI：

  10.3987/com-12-12456