1-(4-methylbenzyl)-3-dimethylamino-5-(4-methylphenyl)-1H-1,2,4-triazole | 1029568-35-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-methylbenzyl)-3-dimethylamino-5-(4-methylphenyl)-1H-1,2,4-triazole
• 英文别名: N,N-dimethyl-5-(4-methylphenyl)-1-[(4-methylphenyl)methyl]-1,2,4-triazol-3-amine
• CAS: 1029568-35-1
• 化学式: C₁₉H₂₂N₄
• 分子量: 306.41
• InChiKey: ULQFQAMZGVJBQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  34
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  、 [双(甲硫基)亚甲基]丙烷二腈 反应 2.0h， 以52%的产率得到1-(4-methylbenzyl)-3-dimethylamino-5-(4-methylphenyl)-1H-1,2,4-triazole
  参考文献：
  名称：

  Synthesis of Nitrogen-Containing Heterocycles 11. 1,2,4-Triazole Formation through Disproportionation of Polyazapolyenes

  摘要：

  Aromatic diaminomethylenehydrazones 1-4 were reacted with bis(methylthio)methylenemalononitrile (BMM) to give 5-aryl-1-benzyl-3dimethylamino-1H-1,2,4-triazoles(5-8) via disproportionation in ftised condition in moderate to high yields (44-78 %). Little or no effect was observed on disproportionation products in connection with substituents on the benzene ring. When used an equimolar amount of two different diaminomethylenehydrazones 3 and 4, four types of 5-aryl-1-benzyl-3-dimethylamino-1H-1,2,4-triazoles were obtained. In the reaction using two (different) benzaldehyde S-methylisothiosemicarbazones 22 and 23, four types of 5-aryl-1-benzyl-3methylthio-1H-1,2,4-triazoles were formed in 14-26 % yield. The structural assignment of products and reaction mechanism are discussed.

  DOI：

  10.3987/com-07-11268

文献信息

• Synthesis of Nitrogen-Containing Heterocycles 11. 1,2,4-Triazole Formation through Disproportionation of Polyazapolyenes
  作者：Yoshiko Miyamoto

  DOI：10.3987/com-07-11268

  日期：——

  Aromatic diaminomethylenehydrazones 1-4 were reacted with bis(methylthio)methylenemalononitrile (BMM) to give 5-aryl-1-benzyl-3dimethylamino-1H-1,2,4-triazoles(5-8) via disproportionation in ftised condition in moderate to high yields (44-78 %). Little or no effect was observed on disproportionation products in connection with substituents on the benzene ring. When used an equimolar amount of two different diaminomethylenehydrazones 3 and 4, four types of 5-aryl-1-benzyl-3-dimethylamino-1H-1,2,4-triazoles were obtained. In the reaction using two (different) benzaldehyde S-methylisothiosemicarbazones 22 and 23, four types of 5-aryl-1-benzyl-3methylthio-1H-1,2,4-triazoles were formed in 14-26 % yield. The structural assignment of products and reaction mechanism are discussed.