Synthesis of Novel 6‐Cyano‐9‐(aryl)‐9 H ‐purine Derivatives Via Formamidine Intermediates

Novel 9‐substituted cyanopurine derivatives (4a‐d) were synthesized in three steps in high yield. Diaminomaleonitrile (1) reacted with triethyl orthoformate to afford ( Z )‐ N ‐[2‐amino‐1,2‐dicyanovinyl] formimidate (2) which was converted to aryl‐( Z )‐ N ‐[2‐amino‐1,2‐dicyanovinyl] formamidines (3...

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Bibliographic Details
Published inJournal of chemistry Vol. 9; no. 1; pp. 219 - 223
Main Authors Milad, Hashemi Seyyed, Asieh, Yahyazadeh, Navabeh, Nami
Format Journal Article
LanguageEnglish
Published 01.01.2012
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Summary:Novel 9‐substituted cyanopurine derivatives (4a‐d) were synthesized in three steps in high yield. Diaminomaleonitrile (1) reacted with triethyl orthoformate to afford ( Z )‐ N ‐[2‐amino‐1,2‐dicyanovinyl] formimidate (2) which was converted to aryl‐( Z )‐ N ‐[2‐amino‐1,2‐dicyanovinyl] formamidines (3a‐d) in the presence of a catalytic amount of anilinium chloride and aromatic amines in ethanol at room temperature under inert atmosphere (Argon). Furthermore, the reaction of (3a‐d) with triethyl orthoformate afforded novel 6‐cyano‐9‐(aryl)‐9 H ‐purine derivatives (4a‐d) which can be used without further purification. All compounds have been fully characterized by spectroscopic data.
ISSN:2090-9063
2090-9071
DOI:10.1155/2012/762641