2-chloro-6-hydroxy-N-9-(2-phenethyl)-9H-purine | 1233884-45-1

• 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: 2-chloro-6-hydroxy-N-9-(2-phenethyl)-9H-purine
• 英文别名: 2-chloro-9-(2-phenylethyl)-1H-purin-6-one
• CAS: 1233884-45-1
• 化学式: C₁₃H₁₁ClN₄O
• 分子量: 274.71
• InChiKey: PUNDZBKEJQQKRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  59.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯乙醇 、 2,6-二氯嘌呤盐酸盐 在 aluminum oxide 作用下， 反应 5.0h， 以47%的产率得到2-chloro-6-hydroxy-N-9-(2-phenethyl)-9H-purine
  参考文献：
  名称：

  N-Alkylation of 2,6-Dichloropurine Hydrochloride with a Variety of Alcohols over Alumina Catalyst

  摘要：

  2,6-Dichloropurine hydrochloride reacts with various types of alcohols using different alumina catalysts and converts into its N-9-alkyl-2-chloro-6-hydroxy-9H-purine products to an extent of 49-74%. The product selectivity depends on the stability of carbocation generated from the alcohol. More stable carbocation formulates both N-7 and N-9-alkyl-2,6-dichloropurine products, whereas the less stable carbocation results in exclusively N-9-alkyl-2-chloro-6-hydroxy-9H-purine. The catalytic activity of alumina prepared using the sol-gel method has larger Brunauer, Emmett, and Teller (BET) surface area and hence shows significantly greater catalytic activity than the commercially available alumina samples.

  DOI：

  10.1080/00397910903162791

文献信息

• N-Alkylation of 2,6-Dichloropurine Hydrochloride with a Variety of Alcohols over Alumina Catalyst
  作者：Harikrishna Tumma、N. Nagaraju、K. Vijayakumar Reddy

  DOI：10.1080/00397910903162791

  日期：2010.5.19

  2,6-Dichloropurine hydrochloride reacts with various types of alcohols using different alumina catalysts and converts into its N-9-alkyl-2-chloro-6-hydroxy-9H-purine products to an extent of 49-74%. The product selectivity depends on the stability of carbocation generated from the alcohol. More stable carbocation formulates both N-7 and N-9-alkyl-2,6-dichloropurine products, whereas the less stable carbocation results in exclusively N-9-alkyl-2-chloro-6-hydroxy-9H-purine. The catalytic activity of alumina prepared using the sol-gel method has larger Brunauer, Emmett, and Teller (BET) surface area and hence shows significantly greater catalytic activity than the commercially available alumina samples.