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Short Paper | Regular issue | Vol 87, No. 6, 2013, pp.1301-1309
Published online, 16th April, 2013
DOI: 10.3987/COM-13-12695
Unexpected Behaviour of 6-Cyanopurines Towards Secondary Amines

Amal Al-Azmi* and K. Anita Kumari

*Department of Chemistry, Faculty of Science, Kuwait University, Safat 13060, Kuwait

Abstract

Reaction of 6-cyanopurines with excess dimethylamine and excess piperidine at room temperature or by reflux-respectively-yielded a mixture of 6-purinecarboximidamides and N,N-dialkylpurines or piperidin-1-yl(purin-6-yl)methanimine and (piperidin-1-yl)-9H-purine, respectively. 6-Purinecarboximidamides were initially formed from the reaction, whereas N,N-dialkylpurines were detected in the mixture 30 min afterward. Both purines appeared to be generated from different mechanistic pathways.