An efficient regioselective synthesis of N-alkylated purine-triazole analogues

Abstract

Nitrogen rich purine adduct (2) was prepared by reaction of 2,6-dichloro purine (1) with hydrazine hydrate was converted to hybrid purine-triazole ring (4) by a simple cyclisation process (con. HCl & methanol) on reaction with 3-phenoxy benzaldehyde. The regioselectivity of synthesized adducts was carried out by simple spectroscopic techniques i.e. IR, 1 H NMR & 13 C NMR spectra. These studies gave an idea regarding replacement of chlorine out of C-2 or C-6 position. Novelty was introduced by alkyl substation at N -9 position of imidazole ring and at –NH of triazole ring and a series of 4-chloro-5a , 6-dihydro-1 , 6-dialkylated-8-(3-phenoxyphenyl)-1H-[1 , 2 , 4]triazolo[3 , 4-e]purine (5a-5g) hybrids were synthesized.