98945-45-0Relevant academic research and scientific papers
Synthesis and Properties of 7-Alkoxyfurazanopyrimidines and Their Use in the Preparation of 4-Alkoxypteridines and N3-Substituted Pterins
Boyle, Peter H.,Lockhart, Ronan J.
, p. 5127 - 5132 (2007/10/02)
Reaction of 5-amino-7-(methylthio)furazanopyrimidine (4) with a range of alcohols in the presence of bromine leads to the formation of the corresponding 5-amino-7-alkoxyfurazanopyrimidines (5-10).These on hydrogenolysis afford 6-alkoxy-2,4,5-triaminopyrimidines, which can be condensed with benzil to give 2-amino-4-alkoxypteridines (17-21).The product from hydrogenolysis of 5-amino-7-(2-chloroethoxy)furazanopyrimidine (7), however, undergoes intramolecular cyclization to a 2,3-dihydrooxazolopyrimidinium compound (23), which behaves as a heteronuclear resonance stabilized ambident cation.Reaction of it with nucleophiles followed by condensation with benzil leads to N3-substituted pteridines.
