Purine N ‐oxides: XXXVII. Derivatives from 6‐chloropurine 3‐oxide

Interaction of 6‐chloropurine 3‐oxide with several amines led to 6‐substituted purine 3‐oxides. 6‐Chloropurine 3‐oxide and selenourea gave 6‐selenopurine 3‐oxide. 6‐Mereaptopurine 3‐oxide, prepared from the 6‐chloro derivative and ammonium dithioearbonate, was transformed with chlorine and hydrogen fluoride into 6‐purinesulfonyl fluoride 3‐oxide which upon ammonolysis afforded purine‐6‐sulfonamide 3‐oxide. Methanelhiol and 6‐ehloropurint: 3‐oxide yielded the known 6‐methylthiopurine 3‐oxide, which by treatment with chlorine was oxidized to 6‐methyl‐sulfonylpurine 3‐oxide. Reaction of the latter with hydroxylamine led to an improved synthesis of 6‐hydroxylaminopurine 3‐oxide, which by interaction with manganese dioxide was transformed into 6‐nitrosopurine 3‐oxide.