methyl (4,6-dimethyl-2-pyrimidinylsulfanylmethyl)acetate | 54820-00-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: methyl (4,6-dimethyl-2-pyrimidinylsulfanylmethyl)acetate
• 英文别名: (4,6-dimethyl-pyrimidin-2-ylsulfanyl)-acetic acid methyl ester；Methyl 2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]acetate；methyl 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
• CAS: 54820-00-7
• 化学式: C₉H₁₂N₂O₂S
• mdl: MFCD00489760
• 分子量: 212.272
• InChiKey: NOUJLSGINIIIOG-UHFFFAOYSA-N

物化性质

• 沸点：
  322.2±30.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)
• 溶解度：
  >31.8 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.444
• 拓扑面积：
  77.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (4,6-dimethyl-2-pyrimidinylsulfanylmethyl)acetate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 20.0h， 生成 5-(4,6-dimethyl-2-pyrimidinylsulfanyl)methyl-3-propylsulfanyl-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

• Convenient way to 5-substituted 4-amino-2,3-dihydro-4<i>H</i>-1,2,4-triazole-3-thiones
  作者：Romualdas Smičius、Milda Malvina Burbuliene、Virginija Jakubkienė、Emilija Udrwėnaitė、Povilas Vainilavičius

  DOI：10.1002/jhet.5570440201

  日期：2007.3

  Various 4-amino-2,3-dihydro-4H-triazoles with aromatic, aliphatic and heterocyclic substituents at the C(5) position were synthesized from corresponding esters and thiocarbohydrazide. This method allows the synthesis these heterocycles in a short time and at reduced expenses.

  从相应的酯和硫代碳酰肼合成了各种在C（5）位置具有芳香，脂族和杂环取代基的4-氨基-2,3-二氢-4 H-三唑。该方法允许在短时间内以减少的费用合成这些杂环。
• 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).