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Synthèse de dihydro‐6,7‐imidazo[1,2−a]triazines‐1,3,5 disubstituées
Author(s) -
Hinkens R.,
Promel R.,
Martin R. H.
Publication year - 1961
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19610440138
Subject(s) - chemistry , cyanuric chloride , chloride , solvent , chlorine , medicinal chemistry , ethanolamine , chlorine atom , triazine , nitrogen atom , acyl chloride , organic chemistry , ring (chemistry)
Four 2,4‐disubstituted 6,7‐dihydro‐imidazo[ 1 ,2−a]‐s‐triazines (IV, VII, X and XV) have been synthesized according to the following scheme: (a) monosubstitution of cyanuric chloride (I) with ethanolamine, (b) replacement of the remaining chlorine atomes by suitable groupe, and (c) cyclisation of the 2′‐hydroxy‐ethylamino side chain on one of the adjacent cyclic nitrogen atoms of the s‐triazine nucleus. This last step includes reaction of the 2‐[(2‐hydroxy‐ethyl)‐amino]‐s‐triazines with thionyle chloride or p‐toluenesulfonyl chloride and, with one exception (VIII→IX), heating the resulting 2‐[(2‐chloro‐ethyl)‐amino] derivatives or p‐toluenesulfonic esters in a solvent.