N-(2,2-diethoxyethyl)-6-methoxy-2-(methylsulfanyl)-5-nitropyrimidin-4-amine | 1476056-64-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: N-(2,2-diethoxyethyl)-6-methoxy-2-(methylsulfanyl)-5-nitropyrimidin-4-amine
• 英文别名: N-(2,2-diethoxyethyl)-6-methoxy-2-methylsulfanyl-5-nitropyrimidin-4-amine
• CAS: 1476056-64-0
• 化学式: C₁₂H₂₀N₄O₅S
• 分子量: 332.381
• InChiKey: BICVIFQTTIHTLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  137
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N-(2,2-diethoxyethyl)-6-methoxy-2-(methylsulfanyl)-5-nitropyrimidin-4-amine 在 三氟化硼乙醚 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.0h， 以87%的产率得到3-ethoxy-7-methoxy-5-(methylsulfanyl)-8-nitro-2,3-dihydroimidazo[1,2-c]pyrimidine
  参考文献：
  名称：

  Reactivity of the Pyrimidine Nitrogen Atom toward an Acetal Moiety: Formation­ of 3-Ethoxy-2,3-dihydroimidazo[1,2-c]pyrimidines by Intramolecular Cyclization of N-(2,2-Diethoxyethyl)pyrimidine-4-amines

  摘要：

  A new protocol was developed for the synthesis of 2,3-dihydroimidazo[1,2-c]pyrimidines, based on an intramolecular reaction between a pyrimidine nitrogen atom and an acetal moiety in the presence of boron trifluoride etherate. The method was expanded to permit the synthesis of the triheterocyclic imidazo[1,2-c]pyrazolo[4,3-e]pyrimidine system.

  DOI：

  10.1055/s-0033-1339350
• 作为产物：
  描述：

  2-甲硫基-4,6-二氯-5-硝基嘧啶 在 sodium carbonate 、 三乙胺 作用下， 以 异丙醇 为溶剂， 反应 6.75h， 生成 N-(2,2-diethoxyethyl)-6-methoxy-2-(methylsulfanyl)-5-nitropyrimidin-4-amine
  参考文献：
  名称：

  Reactivity of the Pyrimidine Nitrogen Atom toward an Acetal Moiety: Formation­ of 3-Ethoxy-2,3-dihydroimidazo[1,2-c]pyrimidines by Intramolecular Cyclization of N-(2,2-Diethoxyethyl)pyrimidine-4-amines

  摘要：

  A new protocol was developed for the synthesis of 2,3-dihydroimidazo[1,2-c]pyrimidines, based on an intramolecular reaction between a pyrimidine nitrogen atom and an acetal moiety in the presence of boron trifluoride etherate. The method was expanded to permit the synthesis of the triheterocyclic imidazo[1,2-c]pyrazolo[4,3-e]pyrimidine system.

  DOI：

  10.1055/s-0033-1339350

文献信息

• Reactivity of the Pyrimidine Nitrogen Atom toward an Acetal Moiety: Formation­ of 3-Ethoxy-2,3-dihydroimidazo[1,2-c]pyrimidines by Intramolecular Cyclization of N-(2,2-Diethoxyethyl)pyrimidine-4-amines
  作者：Sigitas Tumkevicius、Robertas Juskenas、Viktoras Masevicius

  DOI：10.1055/s-0033-1339350

  日期：——

  A new protocol was developed for the synthesis of 2,3-dihydroimidazo[1,2-c]pyrimidines, based on an intramolecular reaction between a pyrimidine nitrogen atom and an acetal moiety in the presence of boron trifluoride etherate. The method was expanded to permit the synthesis of the triheterocyclic imidazo[1,2-c]pyrazolo[4,3-e]pyrimidine system.