3-carboxymethylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole | 497059-84-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-carboxymethylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole
• 英文别名: 2-[[5-[(4,6-dimethylpyrimidin-2-yl)sulfanylmethyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetic acid
• CAS: 497059-84-4
• 化学式: C₁₁H₁₃N₅O₂S₂
• 分子量: 311.389
• InChiKey: FGSZMGVSYKRICU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  155
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-carboxymethylsulfanyl-5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-1,2,4-triazole 在 乙酸酐 作用下， 反应 2.0h， 以81%的产率得到6-(4,6-dimethyl-2-pyrimidinylsulfanyl)methylthiazolo[3,2-b][1,2,4]triazol-3(2H)-one
  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 CH₃O₂^(1-)*Na⁽¹⁺⁾ 、 sodium methylate 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 22.0h， 生成 3-carboxymethylsulfanyl-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

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).