2-(4,6-二甲氧基嘧啶-2-基)-1-羟基胍

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(4,6-二甲氧基嘧啶-2-基)-1-羟基胍
• 英文名称: N-4,6-dimethoxy-2-pyrimidinyl-N'-hydroxyguanidine
• 英文别名: 1-(4,6-Dimethoxypyrimidin-2-yl)-3-hydroxyguanidine；2-(4,6-dimethoxypyrimidin-2-yl)-1-hydroxyguanidine
• 化学式: C₇H₁₁N₅O₃
• 分子量: 213.196
• InChiKey: YERQZZNKKCTKLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(4,6-二甲氧基嘧啶-2-基)-1-羟基胍 在 三乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 6.0h， 生成 2-氨基-5,7-二甲氧基-1,2,4-三嗪并[1,5-a]嘧啶
  参考文献：
  名称：

  Application of the Tisler Triazolopyrimidine Cyclization to the Synthesis of a Crop Protection Agent and an Intermediate

  摘要：

  A new synthetic route to the Dow AgroSciences early stage sulfonamide herbicide 3-(2-methoxy-4-trifluoromethyl)-N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)pyridinesulfonamide (pyroxsulam) has been developed. The synthesis is based on formation of the triazole ring as the final step, utilizing the Tisler triazolopyrimidine cyclization. A Tisler cyclization route to 2-amino-5,7-dimethoxy-1,2,4-trazolo[1,5-a]pyrimidine starting with 2-chloro-4,6-dimethoxypyrimidine has also been demonstrated.

  DOI：

  10.1021/op0601518
• 作为产物：
  描述：

  2-氯-4,6-二甲氧基嘧啶 在 N-甲基吡咯烷酮 、 盐酸羟胺 、 三乙胺 作用下， 以 甲醇 为溶剂， 生成 2-(4,6-二甲氧基嘧啶-2-基)-1-羟基胍
  参考文献：
  名称：

  Application of the Tisler Triazolopyrimidine Cyclization to the Synthesis of a Crop Protection Agent and an Intermediate

  摘要：

  A new synthetic route to the Dow AgroSciences early stage sulfonamide herbicide 3-(2-methoxy-4-trifluoromethyl)-N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)pyridinesulfonamide (pyroxsulam) has been developed. The synthesis is based on formation of the triazole ring as the final step, utilizing the Tisler triazolopyrimidine cyclization. A Tisler cyclization route to 2-amino-5,7-dimethoxy-1,2,4-trazolo[1,5-a]pyrimidine starting with 2-chloro-4,6-dimethoxypyrimidine has also been demonstrated.

  DOI：

  10.1021/op0601518

文献信息

• Application of the Tisler Triazolopyrimidine Cyclization to the Synthesis of a Crop Protection Agent and an Intermediate
  作者：Bruce M. Bell、Phillip E. Fanwick、Paul R. Graupner、Gary A. Roth

  DOI：10.1021/op0601518

  日期：2006.11.1

  A new synthetic route to the Dow AgroSciences early stage sulfonamide herbicide 3-(2-methoxy-4-trifluoromethyl)-N-(5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)pyridinesulfonamide (pyroxsulam) has been developed. The synthesis is based on formation of the triazole ring as the final step, utilizing the Tisler triazolopyrimidine cyclization. A Tisler cyclization route to 2-amino-5,7-dimethoxy-1,2,4-trazolo[1,5-a]pyrimidine starting with 2-chloro-4,6-dimethoxypyrimidine has also been demonstrated.