9-(4-methylphenyl)-9H-purine-6-carboximidamide | 1187086-04-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 9-(4-methylphenyl)-9H-purine-6-carboximidamide
• 英文别名: N'-hydroxy-9-(4-methylphenyl)purine-6-carboximidamide
• CAS: 1187086-04-9
• 化学式: C₁₃H₁₂N₆O
• 分子量: 268.278
• InChiKey: FVGKTWNGAPGDRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  9-p-Tolyl-9H-purine-6-carbonitrile 在 盐酸羟胺 、 sodium acetate 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以82%的产率得到9-(4-methylphenyl)-9H-purine-6-carboximidamide
  参考文献：
  名称：

  Reactions of 9-Aryl-6-cyanopurines with Primary Amines

  摘要：

  Two structural isomers (9-aryl-6-cyanopurines and imidazole-4,5-dicarbonitriles) were isolated from the reaction of (Z)-Nl-aryl-N2-(2-amino-l,2-dicyanovinyl)formamidines with triethyl orthoacetate or propionate. On the other hand, 9-aryl-6-cyanopurines were the only product, when triethyl orthoformate was used. The reaction of 9-aryl-6-cyanopurines with hydroxylamine hydrochloride in dichloromethane/ethanol at room temperature furnished 6-amidinopurines, while reaction with primary amines afforded pyrimido[5,4-d]pyrimidines. In addition, 9-aryl-6-cyanopurines reacted with hydrazine monohydrate under mild conditions to give 4-imino-N8-arylpyrimido[5,4-d]pyrimidines. The latter furnished novel pyrimido[4,5-e][1,2,4]triazolo[1,5-c]pyrimidines when refluxed with an excess of triethyl orthoesters. The new compounds were fully characterized and single crystal X-ray analyses have been carried out on 9-(4-methoxyphenyl)-9H-purine-6-carboximidamide and 2-methyl1-[(E)-p-tolyliminomethyl]-1H-imidazole-4,5-dicarbonitrile.

  DOI：

  10.3987/com-09-11713