The Journal of Organic Chemistry

Reactions of benzenediazonium ions with guanine and its derivatives

MH Hung, LM Stock

Index: Hung, Ming-Hong; Stock, Leon M. Journal of Organic Chemistry, 1982 , vol. 47, # 3 p. 448 - 453

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Citation Number: 55

Abstract

Guanine reacts with several benzenediazonium ions rapidly in aqueous solution at pH 10.5 to form & (aryl-azo) guanines in good yield. The reaction of guanine with 4- bromobenzenediazonium ion forms 8-[(4-bromo-phenyl) azo] guanine about 50-fold more rapidly than the reaction of adenine with this ion to yield 6-[3-(4-bromophenyl)-2-triazen-l-yl] purine under these experimental conditions. Guanosine reacts much more slowly than ...