Beilstein J. Org. Chem.2007,3, No. 12, doi:10.1186/1860-5397-3-12
. Instead the hydrolyzed product 5 was formed.
Introduction
Interest in 1,2,3-triazole chemistry has recently been revived. [1][2][3][4] Zaprinast (1) is used as cyclic AMP phosphodiasterase inhibitor. [5] Plenty of 1,2,3-triazoles have also been reported to have useful pharmaceutical potential. [6][7][8
][9] Synthetic approaches to 1,2,3-triazoloazines are rather limited. There are in fact few known routes to 4-functionally substituted 1,2,3-triazole-5-amines. [7] The latter is one of the logical starting points for condensed 1,2,3-triazoloazines. In the present article we provide a versatile route
. Formation of amidooximes on reacting 2-arylhydrazononitriles with hydroxylamine hydrochloride under similar conditions has been reported earlier by Elnagdi et al. [10][11] Attempted cyclization of 3 into 1,2,3-triazole via reflux in acetic anhydride, as has been reported recently, [11] afforded a product