含吡啶环氮(王)冠的合成

本文报道了新的含吡啶环的氮(王)冠的合成。以活泼双功能团化合物2,6-二(溴四基)-吡啶和N-对甲苯磺酰基取代的多乙撑基多胺(二乙撑三胺,三乙撑四胺)二钠盐直接缩合成环,得到含吡啶环的氮(王)冠化合物:3,6,9-三对甲苯磺酰基-3,6,9,15-四氮双环[9.3.1]十五环-1(15),11,13-三烯(A)和3,6,9,12-四对甲苯磺酰基-3,6,9,12,18-五氮双环[12.3.1]十八环-1(18),14,16-三烯(B)。(A)和(B)经用30%的HBr-CH_3COOH溶液处理,得到3,6,9,15-四氮双环[9.3.1]十五环-1(15),11,13-三烯(C)和3,6,9,12,18-五氮双环[12.3.1]十八环-1(18),14,16-三烯(D)。以上化合物均经元素分析、IR和1~H NMR.等鉴定。这种直接缩合的方法,具有反应条件温和、设备简单、操作简便等优点。

Synthesis of Azacrown Containing Pyridine Ring

A new azacrown containing pyridine ring were synthesized. Condensation of 2,6-di(bromomethyl)-pyridine with two N-tosyl polyethylenepoly-amines (diethylenetriamine,triethylenetetraamine) disodium salts,in anhydrous DMF atreflux temperature,gave two compounds containing pyridine ring:3,6,9-tritosyl-3,6,9,15-tetraaza-bicyclo[9.3.1]-pentadeca-1(15),11.13-triene(A)and 3,6,9,12-tetratosyl-3,6,9,12,18-pentaazabicyclo[12.3.1.]octadeca-1(18),14,16-triene (B).Treating(A) and (B)separately with 30% HBr-CH_3COOH solution produced 3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(15),11,13-triene(C) and 3,6,9,12,18-pentaazabicyclo[12.3.1] octadeca-1(18).14.16-triene(D) respectively.All these compounds were identified by elementalanalysis and spectral analysis(IR,~1H NMR).This method of condensation is simple andeasy to operate.