v-Triazolines. Part 37. Rearrangement reactions of 5-amino-1-(2-formyl-, -benzoyl-, -cyano-aryl)-ν-triazolines: new synthesis of 2-amino- and 2,4-diamino-quinolines and 2,4-diamino-1,7-naphthyridines
作者:Egle M. Beccalli、Emanuela Erba、Maria Luisa Gelmi、Donato Pocar
DOI:10.1039/p19960001359
日期:——
2-Aminoquinolines 4 were obtained in an one-pot reaction from arylacetaldehydes 1, secondary amines 2 and aryl azides 3 in refluxing benzene or xylene. 2,4-Diaminoquinolines and 2,4-diamino-l,7-naphthyridines 9 were prepared by heating arylacetaldehydes 1 with secondary amines 2 and aryl or pyridyl azides 8 and reaction with bases. Reaction intermediates were shown in certain cases to be 5-amino-ν-triazolines
通过一锅反应从芳基乙醛1,仲胺2和芳基叠氮化物3在回流的苯或二甲苯中获得2-氨基喹啉4。通过将芳基乙醛1与仲胺2和芳基或吡啶基叠氮化物8加热并与碱反应来制备2,4-二氨基喹啉和2,4-二氨基-1,7-萘啶9。在某些情况下,反应中间体显示为5-氨基-ν-三唑啉5和10,经过热重排生成to 7和11,然后在分子内进行碱催化的环缩合。