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Communication | Regular issue | Vol 14, No. 11, 1980, pp.1753-1756
Published online, 1st January, 1970
DOI: 10.3987/R-1980-11-1753
Diazo Coupling Reactions of Amino and of Mercaptopyrimidines

Derek T. Hurst,* Anthony D. Stacey, and Deepthi K. Weerasinghe

*School of Analytical and Biological Chemistry, Kingston Polytechnic, Kingston-on-Thames, KT1 2EE, U.K.

Abstract

Diazo coupling reactions of aminopyrimidines can result in the formation of diazoamino compounds, arylhydrazones of pyrimidine-4-aldehydes by attack at a methyl group or 5-substitution depending on the pyrimidine, the conditions and the reagent. Unless precautions are taken to remove excess nitrous acid deamination can also occur. In the case of mercaptopyrimidines arylation of the mercapto group is the favoured reaction in many cases.