5-(1,2,4-triazolo[4,3-c]quinazolin-3-yl)-4-amino-4H-1,2,4-triazole-3-thiol | 1281992-63-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5-(1,2,4-triazolo[4,3-c]quinazolin-3-yl)-4-amino-4H-1,2,4-triazole-3-thiol
• CAS: 1281992-63-9
• 化学式: C₁₁H₈N₈S
• 分子量: 284.304
• InChiKey: YRUYXDUEYVTXAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.54
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  99.81
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  5-(1,2,4-triazolo[4,3-c]quinazolin-3-yl)-4-amino-4H-1,2,4-triazole-3-thiol 在 sodium acetate 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 48.0h， 生成 3-(1,2,4-triazolo[4,3-c]quinazolin-3-yl)-6-(methylthio)-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole
  参考文献：
  名称：

  新系列1,2,4-三唑并[4,3-c]喹唑啉的合成及反应

  摘要：

  3-Ethoxycabonyl-1,2,4-triazolo[4,3-c]quinazoline (2) has been synthesized in excellent yield by the condensation of 4-hydrazinoquinazoline (1) with diethyl oxalate and was converted into 3-carbohydrazide 3. The later product was treated with potassium thiocyanate, phenylisothiocyanate or carbon disulfide followed by reaction with hydrazine hydrate to give the respective new 1,2,4-triazolo[4,3-c]quinazoline derivatives 4, 8 or 12. Dehydrative cyclization of the later compounds with concentrated sulphuric acid, sodium hydroxide, m-bromobenzoic acid, carbon disulfide, oxalic acid, phenacyl bromide or benzoin yielded the target heterocycles namely, 1,3,4-thiadiazole, 1,2,4-triazole, 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole or 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazine incorporating 1,2,4-triazolo[4,3-c]quinazoline ring. The structure of the above compounds was confirmed from their spectral characteristics.

  DOI：

  10.3987/com-10-12093
• 作为产物：
  描述：

  4-肼基喹唑啉 在 一水合肼 、 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 15.0h， 生成 5-(1,2,4-triazolo[4,3-c]quinazolin-3-yl)-4-amino-4H-1,2,4-triazole-3-thiol
  参考文献：
  名称：

  新系列1,2,4-三唑并[4,3-c]喹唑啉的合成及反应

  摘要：

  3-Ethoxycabonyl-1,2,4-triazolo[4,3-c]quinazoline (2) has been synthesized in excellent yield by the condensation of 4-hydrazinoquinazoline (1) with diethyl oxalate and was converted into 3-carbohydrazide 3. The later product was treated with potassium thiocyanate, phenylisothiocyanate or carbon disulfide followed by reaction with hydrazine hydrate to give the respective new 1,2,4-triazolo[4,3-c]quinazoline derivatives 4, 8 or 12. Dehydrative cyclization of the later compounds with concentrated sulphuric acid, sodium hydroxide, m-bromobenzoic acid, carbon disulfide, oxalic acid, phenacyl bromide or benzoin yielded the target heterocycles namely, 1,3,4-thiadiazole, 1,2,4-triazole, 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole or 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazine incorporating 1,2,4-triazolo[4,3-c]quinazoline ring. The structure of the above compounds was confirmed from their spectral characteristics.

  DOI：

  10.3987/com-10-12093