Abstract
Reaction of 6-chloro-9-phenyl-9H-purine (I) with malononitrile (II1), ethyl cyanoacetate (II2), phenylacetonitrile (II3), acetylacetone (II4), or acetophenone (II5) in dimethyl sulfoxide, in the presence of potassium hydroxide, under stirring at 90-100°for 1 hr respectively affords 9-phenyl-9H-purine-6-malononitrile (III1) (74%), ethyl α-cyano-9-phenyl-9H-purin-6-acetate (III2) (79%), α, 9-diphenyl-9H-purine-6-acetonitrile (III3) (77%), 3-(9-phenyl-9H-purin-6-yl)-2, 4-pentanedione (III4) (9%), and 2-(9-phenyl-9H-purin-6-yl) acetophenone (III5) (5%). This reaction can be utilized for the introduction of a carbon chain into the 6-position of the purine ring.