3-[(4-chlorophenyl)carbonylmethylsulfanyl]-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole | 680587-79-5

• 英文名称: 3-[(4-chlorophenyl)carbonylmethylsulfanyl]-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole
• CAS: 680587-79-5
• 化学式: C₁₇H₁₆ClN₅OS₂
• 分子量: 405.932
• InChiKey: UFPUYSDBKZSTRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.13
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  84.42
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-[(4-chlorophenyl)carbonylmethylsulfanyl]-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole 在 硫酸 作用下， 反应 0.5h， 以75%的产率得到3-(4-chlorophenyl)-6-(4,6-dimethyl-2-pyrimidinylsulfanyl)methylthiazolo[3,2-b][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：

  methyl (4,6-dimethyl-2-pyrimidinylsulfanylmethyl)acetate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 20.5h， 生成 3-[(4-chlorophenyl)carbonylmethylsulfanyl]-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