226908-78-7

Upstream product

• 67-56-1 methanol 
• 226907-88-6 9-benzyl-8-bromo-2-butoxy-9H-purine-6-amine 
• 565473-07-6 9-benzyl-8-bromo-2-hydroxyadenine 
• 565473-06-5 5-amino-1-benzyl-2-bromo-1H-imidazole-4-carbonitrile 
• 60598-48-3 5-amino-1-benzyl-1H-imidazole-4-carbonitrile 

Relevant academic research and scientific papers

Efficient synthesis of 2,9-disubstituted 8-hydroxyadenine derivatives

An efficient and general method for the synthesis of 2,9-disubstituted 8-hydroxyadenines, which are expected to have various biological activities, was realized. 5-amino-4-cyano-2-hydroxyimidazoles(1) were prepared from aminomalononitrile and isocyanates as key intermediates. The condensation of 1a with amidines, imidates, guanidine, urea and thioureas afforded 8-hydroxyadenines (2-6) possessing various substituents at the 2-position. Furthermore, selective alkylation of 2-amino- and 2-hydroxyadenines (4 and 6) successively proceeded to give the corresponding 2-alkylamino- and 2-alkoxyadenines (5 and 7), respectively. 2-Alkythioadenines (15) were prepared by an analogous reaction of 1a with benzoyl isothiocyanate and subsequent S-alkylation. The imidazoles 1 are most useful intermediated for the synthesis of 8-hydroxyadenine derivatives.