6-amino-2-hexylthio-4-methylthio-1,3,5-triazine | 220659-21-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 6-amino-2-hexylthio-4-methylthio-1,3,5-triazine
• 英文别名: 4-Hexylsulfanyl-6-methylsulfanyl-1,3,5-triazin-2-amine
• CAS: 220659-21-2
• 化学式: C₁₀H₁₈N₄S₂
• 分子量: 258.412
• InChiKey: GRVLYJNLOCVMEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N-二甲基乙二胺 、 6-amino-2-hexylthio-4-methylthio-1,3,5-triazine 以 1,4-二氧六环 为溶剂， 以50%的产率得到6-amino-4-(2-dimethylaminoethylamino)-2-hexylthio-1,3,5-triazine
  参考文献：
  名称：

  Solution- and Solid-Phase Synthesis of Combinatorial Libraries of Trisubstituted 1,3,5-Triazines

  摘要：

  A general synthesis of trisusbstituted 1,3,5-triazines of types (4) and (5) by condensation of amidines (2) and thiouronium salts (3) with dimethyl cyanoiminodithiocarbonate (1) was first established in solution (Scheme 1). Further investigations were directed toward a multidirectional cleavage procedure of the 2-alkylsulfinyl intermediates with different nucleophiles to form highly substituted 1,3,5-triazines of type (8) and (9). This methodology was successfully transferred onto solid support taking advantages of a sulfur-based safety catch linkage, using the polymer-bound thiouronium salt (11) (Scheme 3). In addition, other compounds libraries were chemoselectively generated on solid support in good to excellent yields combining both solution- and solid-phase synthesis, starting from a resin-bound thiol (15) and cyanuric chloride (16) (Scheme 4).

  DOI：

  10.3987/com-98-8231
• 作为产物：
  描述：

  hexyl imidothiocarbamate 、 N-氰亚胺基-S,S-二硫代碳酸二甲酯 在 N,N-二异丙基乙胺 作用下， 以 乙醇 为溶剂， 以70%的产率得到6-amino-2-hexylthio-4-methylthio-1,3,5-triazine
  参考文献：
  名称：

  Solution- and Solid-Phase Synthesis of Combinatorial Libraries of Trisubstituted 1,3,5-Triazines

  摘要：

  A general synthesis of trisusbstituted 1,3,5-triazines of types (4) and (5) by condensation of amidines (2) and thiouronium salts (3) with dimethyl cyanoiminodithiocarbonate (1) was first established in solution (Scheme 1). Further investigations were directed toward a multidirectional cleavage procedure of the 2-alkylsulfinyl intermediates with different nucleophiles to form highly substituted 1,3,5-triazines of type (8) and (9). This methodology was successfully transferred onto solid support taking advantages of a sulfur-based safety catch linkage, using the polymer-bound thiouronium salt (11) (Scheme 3). In addition, other compounds libraries were chemoselectively generated on solid support in good to excellent yields combining both solution- and solid-phase synthesis, starting from a resin-bound thiol (15) and cyanuric chloride (16) (Scheme 4).

  DOI：

  10.3987/com-98-8231

文献信息

• Solution- and Solid-Phase Synthesis of Combinatorial Libraries of Trisubstituted 1,3,5-Triazines
  作者：Thierry Masquelin、Nathalie Meunier、Fernand Gerber、Gérard Rossé

  DOI：10.3987/com-98-8231

  日期：——

  A general synthesis of trisusbstituted 1,3,5-triazines of types (4) and (5) by condensation of amidines (2) and thiouronium salts (3) with dimethyl cyanoiminodithiocarbonate (1) was first established in solution (Scheme 1). Further investigations were directed toward a multidirectional cleavage procedure of the 2-alkylsulfinyl intermediates with different nucleophiles to form highly substituted 1,3,5-triazines of type (8) and (9). This methodology was successfully transferred onto solid support taking advantages of a sulfur-based safety catch linkage, using the polymer-bound thiouronium salt (11) (Scheme 3). In addition, other compounds libraries were chemoselectively generated on solid support in good to excellent yields combining both solution- and solid-phase synthesis, starting from a resin-bound thiol (15) and cyanuric chloride (16) (Scheme 4).