Collect. Czech. Chem. Commun. 2003, 68, 965-974

Novel 6-Azapteridines from Bifunctional 1,2,4-Triazines

Heinrich Wamhoff* and Milena Tzanova

Kekulé-Institut für Organische Chemie und Biochemie Universität Bonn, Gerhard-Domagk-Str. 1, D-53121 Bonn, Germany


The convergent synthesis of ethyl 5-chloro- and 5-amino-3-aryl-1,2,4-triazinecarboxylates 9a-9d and 10a-10d as well as of 5-amino-3-aryl-1,2,4-triazine-6-carboxamides 11a-11d is described. Compounds 9, 10 and 11 are powerful key compounds for cyclization reactions to the novel pyrimido[4,5-e][1,2,4]triazines 13d, 14c, 14d, 15c and 17a, 17d.

Keywords: Fused heterocycles; 1,2,4-Triazine; Pyrimido[4,5-e][1,2,4]triazine; 6-Azapteridine; Amidrazone; Amidine; 5-Chloro-1,2,4-triazine; 5-Amino-1,2,4-triazine.

References: 13 live references.