The synthesis of some 9-[p-(bis-2-chloroethylamino)phenyl]-6-substituted purines as potential cytotoxic agents

Abstract

Several 9-aryl nitrogen mustards of 6-substituted purines [(X), (XII), (XIII), (XIV), and (XV)] were synthesized by chlorination of the corresponding 9-[p-(bis-2-hydroxyethylamino)phenyl]-6-substituted purines [(IV), (VII), (VIII), and (IX)] with thionyl or phosphoryl chloride. The diols were, in turn, prepared by treating the mother-compound 9-[p-(bis-2-acetoxyethylamino)phenyl]-6-chloropurine (II) with nucleophiles. Compound (II) was prepared in good yield by cyclization of 5-amino-4-[p-(bis-2-hydroxyethylamino)anilino]-6-chloropyrimidine (I) with ethyl orthoformate–acetic anhydride.