S-(purin-6-yl)thiuronium chloride | 15139-51-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: S-(purin-6-yl)thiuronium chloride
• 英文别名: 7H-Purin-6-yl carbamimidothioate--hydrogen chloride (1/1)；7H-purin-6-yl carbamimidothioate;hydrochloride
• CAS: 15139-51-2
• 化学式: C₆H₆N₆S*ClH
• 分子量: 230.681
• InChiKey: CQYGUVPDONQBNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.76
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  130
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  S-(purin-6-yl)thiuronium chloride 以 乙醇 为溶剂， 反应 2.0h， 以81%的产率得到6-mercaptopurine
  参考文献：
  名称：

  摘要：

  Some potentially biologically active 6-substituted purine derivatives have been synthesized from simple organic reagents. The reaction of urea with ethyl cyanoacetate gave 6-aminopyrimidine-2,4-dione which was converted in two steps into purine derivative, xanthine. The latter was treated with formamide at 200degreesC to obtain hypoxanthine. The chlorination of hypoxanthine with POCl3 gave 6-chloropurine which was converted into 6-mercaptopurine via reaction with thiourea in acetonitrile, followed by treatment with boiling ethanol.

  DOI：

  10.1023/a:1020822216986
• 作为产物：
  描述：

  黄嘌呤 在 三氯氧磷 作用下， 以 乙基苯 、 formamide 、 乙腈 为溶剂， 反应 8.0h， 生成 S-(purin-6-yl)thiuronium chloride
  参考文献：
  名称：

  摘要：

  Some potentially biologically active 6-substituted purine derivatives have been synthesized from simple organic reagents. The reaction of urea with ethyl cyanoacetate gave 6-aminopyrimidine-2,4-dione which was converted in two steps into purine derivative, xanthine. The latter was treated with formamide at 200degreesC to obtain hypoxanthine. The chlorination of hypoxanthine with POCl3 gave 6-chloropurine which was converted into 6-mercaptopurine via reaction with thiourea in acetonitrile, followed by treatment with boiling ethanol.

  DOI：

  10.1023/a:1020822216986

文献信息

• ——
  作者：R. Sariri、G. Khalili

  DOI：10.1023/a:1020822216986

  日期：——

  Some potentially biologically active 6-substituted purine derivatives have been synthesized from simple organic reagents. The reaction of urea with ethyl cyanoacetate gave 6-aminopyrimidine-2,4-dione which was converted in two steps into purine derivative, xanthine. The latter was treated with formamide at 200degreesC to obtain hypoxanthine. The chlorination of hypoxanthine with POCl3 gave 6-chloropurine which was converted into 6-mercaptopurine via reaction with thiourea in acetonitrile, followed by treatment with boiling ethanol.