4-benzylamino-2,6-dipropylthiopyrimidine | 1314704-91-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-benzylamino-2,6-dipropylthiopyrimidine
• 英文别名: 4-benzylamino-2,6-bis(propylthio)pyrimidine；N-benzyl-2,6-bis(propylsulfanyl)pyrimidin-4-amine
• CAS: 1314704-91-0
• 化学式: C₁₇H₂₃N₃S₂
• 分子量: 333.522
• InChiKey: ZBNVKCWYHKPTDO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  88.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-amino-2-(propylsulfanyl)pyrimidin-4(3H)-one 在 N,N-二甲基苯胺 、 三乙胺 、 copper(l) chloride 、 三氯氧磷 、 亚硝酸异戊酯 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 17.0h， 生成 4-benzylamino-2,6-dipropylthiopyrimidine
  参考文献：
  名称：

  Novel synthesis approach and antiplatelet activity evaluation of 6-alkylamino-2,4-dialkyl(aryl)thiopyrimidines

  摘要：

  A new and efficient procedure has been designed for the preparation of 6-alkylamino-2,4-dialkyl(aryl) thiopyrimidines. The first alkylthio group was introduced into the pyrimidine ring by S-alkylation. The introduction of the second one was successfully achieved using the diazotization-alkylthionation method to afford 2,4-dialkyl(aryl)thio-6-chloropyrimidines. Subsequent nucleophilic displacement by the corresponding amines conveniently gave a series of the target compounds. Thus, the two same or different alkylthio groups were easily introduced into the pyrimidine ring through the two different approaches. The human anti-platelet aggregation activity of the newly synthesized compounds is also described. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.056

文献信息

• New Approach to Synthesize Symmetrical and Unsymmetrical 6-(<i>N</i>-Alkyl(Aryl)Amino)- and 6-(<i>N</i>,<i>N</i>-Dialkyl(Aryl)Amino)-2,4-Bis(Alkyl(Aryl)Thio)Pyrimidines as anti-Platelet Agents
  作者：Guocheng Liu、Jiaxi Xu、Mingwu Yu、Ning Chen、Si Zhang、Zhongren Ding、Hongguang Du

  DOI：10.1080/10426507.2011.636782

  日期：2012.5

  and 6-(N,N-bisalkyl(aryl)amino)-2,4-bis(alkyl(aryl)thio)pyrimidines. The two identical or different alkylthio groups were successfully introduced into the pyrimidine ring of 4-amino-6-hydroxy-2- mercaptopyrimidine via S-alkylation with alkyl halides, and via a nucleophilic displacement with sodium alkylmercaptides, affording the key intermediate symmetrical and unsymmetrical 2,4-bis(alkyl(aryl)th

  摘要 开发了一种新的、直接的方法来制备对称和不对称的 6-(N-烷基(芳基)氨基)-和 6-(N,N-双烷基(芳基)氨基)-2,4-双(烷基) (芳基)硫代)嘧啶。两个相同或不同的烷硫基通过与卤代烷的 S-烷基化以及与烷基硫醇钠的亲核置换，成功地引入到 4-氨基-6-羟基-2-巯基嘧啶的嘧啶环中，得到对称和不对称的关键中间体2,4-双（烷基（芳基）硫代）-6-氨基嘧啶。随后，2,4-双(烷基(芳基)硫代)-6-氨基嘧啶与烷基卤的N-烷基化方便地得到所需产物。还评估了所有合成的新化合物的人类抗血小板活性。补充材料可用于本文。转至出版商在线版的磷、硫和硅及相关元素，查看免费的补充文件。图形概要