Polychloroazines (1-6) are susceptible to homolytic chlorine substitut
ion by alkyl radicals. In general, the chlorine at the ortho-position
to the ring nitrogen is readily replaced by an alkyl radical like adam
antyl and tert-butyl. However, the chlorine at the C2-position of pyri
midine did not show any sign of the radical substitution. The reactivi
ty decreases in the order of adamantyl, tert-butyl, and isopropyl radi
cals.