ethyl [1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-ylacetate | 1087080-11-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl [1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-ylacetate
• 英文别名: Ethyl 2-([1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl)acetate；ethyl 2-([1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl)acetate
• CAS: 1087080-11-2
• 化学式: C₇H₈N₄O₂S
• 分子量: 212.232
• InChiKey: NXAHIHOGBXYDRJ-UHFFFAOYSA-N

物化性质

• 熔点：
  106-108 °C(Solv: ethanol (64-17-5))
• 密度：
  1.62±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  97.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl [1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-ylacetate 、 5-氯-2-羟基苯甲酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.25h， 以30%的产率得到6-chloro-4-hydroxy-3-([1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl)-2H-chromen-2-one
  参考文献：
  名称：

  Facile synthesis of 6-hetaryl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles and 7-hetaryl[1,3,4]thiadiazolo[2,3-c][1,2,4]triazines with fungicidal activity

  摘要：

  Condensation of 4-amino-4H-1,2,4-triazole-3-thiol and 4-amino-6-methyl-3-sulfanyl-1,2,4-triazin-5(4H)-one with ethyl cyanoacetate gave ethyl [1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-ylacetate and ethyl 3 -methy]-4-oxo-4H-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-ylacetate, respectively. Reactions of the condensation products with 1,3-diphenylprop-2-en-1-one, aromatic aldehydes, and carbon disulfide or N,N-dimethyl-formamide dimethyl acetal (followed by treatment with hydrazine hydrate) gave the corresponding 6-hetaryl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles and 7-hetaryl-3-methyl-4H-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-ones. Preliminary tests revealed fungicidal activity of the pyrazolyl-substituted derivatives.

  DOI：

  10.1134/s1070428007120135
• 作为产物：
  描述：

  氰乙酸乙酯 、 4-氨基-3-巯基-4H-1,2,4-三唑 在 PPA 作用下， 反应 1.0h， 以70%的产率得到ethyl [1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-ylacetate
  参考文献：
  名称：

  Facile synthesis of 6-hetaryl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles and 7-hetaryl[1,3,4]thiadiazolo[2,3-c][1,2,4]triazines with fungicidal activity

  摘要：

  Condensation of 4-amino-4H-1,2,4-triazole-3-thiol and 4-amino-6-methyl-3-sulfanyl-1,2,4-triazin-5(4H)-one with ethyl cyanoacetate gave ethyl [1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-ylacetate and ethyl 3 -methy]-4-oxo-4H-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-ylacetate, respectively. Reactions of the condensation products with 1,3-diphenylprop-2-en-1-one, aromatic aldehydes, and carbon disulfide or N,N-dimethyl-formamide dimethyl acetal (followed by treatment with hydrazine hydrate) gave the corresponding 6-hetaryl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles and 7-hetaryl-3-methyl-4H-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-ones. Preliminary tests revealed fungicidal activity of the pyrazolyl-substituted derivatives.

  DOI：

  10.1134/s1070428007120135