7-[(4-methylphenylsulfanyl)methyl]-7,8-dihydro-[1,3]thiazolo[2,3-i]purin-6-ium perchlorate | 1424011-89-1

• 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: 7-[(4-methylphenylsulfanyl)methyl]-7,8-dihydro-[1,3]thiazolo[2,3-i]purin-6-ium perchlorate
• 英文别名: 7-[(4-methylphenyl)sulfanylmethyl]-7,8-dihydro-1H-[1,3]thiazolo[2,3-f]purin-6-ium;perchlorate
• CAS: 1424011-89-1
• 化学式: C₁₅H₁₅N₄S₂*ClO₄
• 分子量: 414.893
• InChiKey: NKITZBYLLPYNCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.76
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  170
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  7-[(4-methylphenylsulfanyl)methyl]-7,8-dihydro-[1,3]thiazolo[2,3-i]purin-6-ium perchlorate 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以86%的产率得到7-[(4-methylphenylsulfanyl)methyl]-7,8-dihydro-[1,3]thiazolo[2,3-i]purine
  参考文献：
  名称：

  Synthesis of 7-iodo(arylsulfanyl)methyl-7,8-dihydro-[1,3]thiazolo[2,3-i]purinium pentaiodide (perchlorates) and their transformation into 4-amino-5-(1,3-thiazol-2-yl)imidazole derivatives

  摘要：

  Intramolecular electrophilic cyclization of 6-allylsulfanylpurine by the action of iodine and arenesulfenyl chlorides gave 7-iodomethyl-7,8-dihydro[1,3]thiazolo[2,3-i]purin-6-ium pentaiodide and 7-arylsulfanylmethyl-7,8-dihydro[1,3]thiazolo[2,3-i]purin-6-ium perchlorates, respectively. 7-Iodomethyl-7,8-dihydro-[1,3]thiazolo[2,3-i]purin-6-ium iodide reacted with sodium and potassium alkoxides to produce alkyl N-[5-(4-methyl-1,3-thiazol-2-yl)-1H-imidazol-4-yl]formimidates, and its reaction with secondary cyclic amines afforded 5-(4-methyl-1,3-thiazol-2-yl)-N-[morpholin-4-yl(or piperidin-1-yl)methylidene]-1H-imidazol-4-amines. Successive treatment of 7-arylsulfanylmethyl-7,8-dihydro[1,3]thiazolo[2,3-i]purin-6-ium perchlorates with sodium acetate and morpholine led to the formation of 5-(4-arylsulfanylmethyl-4,5-dihydro-1,3-thiazol-2-yl)-N-(morpholin-4-ylmethylidene)-1H-imidazol-4-amines. DOI: 10.1134/S1070428013010211

  DOI：

  10.1134/s1070428013010211
• 作为产物：
  描述：

  6-烯丙基硫代嘌呤 、 4-甲基苯硫氯 在 lithium perchlorate 、 溶剂黄146 作用下， 反应 12.0h， 以89%的产率得到7-[(4-methylphenylsulfanyl)methyl]-7,8-dihydro-[1,3]thiazolo[2,3-i]purin-6-ium perchlorate
  参考文献：
  名称：

  Synthesis of 7-iodo(arylsulfanyl)methyl-7,8-dihydro-[1,3]thiazolo[2,3-i]purinium pentaiodide (perchlorates) and their transformation into 4-amino-5-(1,3-thiazol-2-yl)imidazole derivatives

  摘要：

  Intramolecular electrophilic cyclization of 6-allylsulfanylpurine by the action of iodine and arenesulfenyl chlorides gave 7-iodomethyl-7,8-dihydro[1,3]thiazolo[2,3-i]purin-6-ium pentaiodide and 7-arylsulfanylmethyl-7,8-dihydro[1,3]thiazolo[2,3-i]purin-6-ium perchlorates, respectively. 7-Iodomethyl-7,8-dihydro-[1,3]thiazolo[2,3-i]purin-6-ium iodide reacted with sodium and potassium alkoxides to produce alkyl N-[5-(4-methyl-1,3-thiazol-2-yl)-1H-imidazol-4-yl]formimidates, and its reaction with secondary cyclic amines afforded 5-(4-methyl-1,3-thiazol-2-yl)-N-[morpholin-4-yl(or piperidin-1-yl)methylidene]-1H-imidazol-4-amines. Successive treatment of 7-arylsulfanylmethyl-7,8-dihydro[1,3]thiazolo[2,3-i]purin-6-ium perchlorates with sodium acetate and morpholine led to the formation of 5-(4-arylsulfanylmethyl-4,5-dihydro-1,3-thiazol-2-yl)-N-(morpholin-4-ylmethylidene)-1H-imidazol-4-amines. DOI: 10.1134/S1070428013010211

  DOI：

  10.1134/s1070428013010211