4-chloro-6-methoxy-2-(methylsulfanyl)pyrimidine-5-carbonitrile | 56035-75-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-chloro-6-methoxy-2-(methylsulfanyl)pyrimidine-5-carbonitrile
• 英文别名: 4-Chloro-6-methoxy-2-(methylthio)pyrimidine-5-carbonitrile；4-chloro-6-methoxy-2-methylsulfanylpyrimidine-5-carbonitrile
• CAS: 56035-75-7
• 化学式: C₇H₆ClN₃OS
• 分子量: 215.663
• InChiKey: PSWOBMYZCCPQKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  84.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-chloro-6-methoxy-2-(methylsulfanyl)pyrimidine-5-carbonitrile 在 三氟化硼乙醚 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 22.0h， 生成 4-methoxy-2-(methylsulfanyl)-6-[(2-oxoethyl)amino]pyrimidine-5-carbonitrile
  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：

  甲醇 、 4,6-二氯-5-氰基-2-甲硫基嘧啶 在 三乙胺 作用下， 反应 2.0h， 以86%的产率得到4-chloro-6-methoxy-2-(methylsulfanyl)pyrimidine-5-carbonitrile
  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.