5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione | 347344-48-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione
• 英文别名: 5-[(4,6-Dimethylpyrimidin-2-yl)sulfanylmethyl]-1,2-dihydro-1,2,4-triazole-3-thione
• CAS: 347344-48-3
• 化学式: C₉H₁₁N₅S₂
• 分子量: 253.352
• InChiKey: LQSZFWRYTAFQJH-UHFFFAOYSA-N

物化性质

• 沸点：
  387.0±44.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以49%的产率得到3-decylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole
  参考文献：
  名称：

  Synthesis of Novel Derivatives of 5-(4,6-Dimethyl-2-Pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione

  摘要：

  Alkylation of 5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione (2) with various alkyl halides, 4-chlorophenacyl bromide, chloroacetic acid, and a-chloroacetanilide afforded S-substituted 1,2,4-triazoles (3-11). 3-Carboxymethylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole (9), in the presence of acetic anhydride, was cyclized to 6-(4,6-dimethyl-2-pyrimidinyl-sulfanyl)methylthiazolo[3,2-b][1,2,4]triazol-3(2H)-one (12). The later condensed with aromatic aldehydes to give 6-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-6-[(1-aryl)methylidene]thiazolo[3,2-b][1,2,4]tri- azol-3(2H)-ones (13, 14) and under treatment with aniline underwent ring-disclosure reaction to yield 3-(phenylcarbamoyl)methylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole (11).

  DOI：

  10.1080/714040956
• 作为产物：
  描述：

  氨基硫脲 、 methyl (4,6-dimethyl-2-pyrimidinylsulfanylmethyl)acetate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以66%的产率得到5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione
  参考文献：
  名称：

  Synthesis of Novel Derivatives of 5-(4,6-Dimethyl-2-Pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione

  摘要：

  Alkylation of 5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione (2) with various alkyl halides, 4-chlorophenacyl bromide, chloroacetic acid, and a-chloroacetanilide afforded S-substituted 1,2,4-triazoles (3-11). 3-Carboxymethylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole (9), in the presence of acetic anhydride, was cyclized to 6-(4,6-dimethyl-2-pyrimidinyl-sulfanyl)methylthiazolo[3,2-b][1,2,4]triazol-3(2H)-one (12). The later condensed with aromatic aldehydes to give 6-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-6-[(1-aryl)methylidene]thiazolo[3,2-b][1,2,4]tri- azol-3(2H)-ones (13, 14) and under treatment with aniline underwent ring-disclosure reaction to yield 3-(phenylcarbamoyl)methylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole (11).

  DOI：

  10.1080/714040956

文献信息

• Synthesis of Novel Derivatives of 5-(4,6-Dimethyl-2-Pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione
  作者：M. M. Burbuliene、V. Jakubkiene、G. Mekuskiene、P. Vainilavicius

  DOI：10.1080/714040956

  日期：2003.11.1

  Alkylation of 5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole-3-thione (2) with various alkyl halides, 4-chlorophenacyl bromide, chloroacetic acid, and a-chloroacetanilide afforded S-substituted 1,2,4-triazoles (3-11). 3-Carboxymethylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole (9), in the presence of acetic anhydride, was cyclized to 6-(4,6-dimethyl-2-pyrimidinyl-sulfanyl)methylthiazolo[3,2-b][1,2,4]triazol-3(2H)-one (12). The later condensed with aromatic aldehydes to give 6-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-6-[(1-aryl)methylidene]thiazolo[3,2-b][1,2,4]tri- azol-3(2H)-ones (13, 14) and under treatment with aniline underwent ring-disclosure reaction to yield 3-(phenylcarbamoyl)methylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole (11).