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Report | Regular issue | Vol 20, No. 10, 1983, pp.2011-2018
Published online, 1st January, 1970
DOI: 10.3987/R-1983-10-2011
Diazotization of Some Aminodiazine N-Oxides

Misa V. Jovanovic

*Department of Chemistry, Southern Methodist University, P.O. Box 750314, Dallas, TX 75275-0314, U.S.A.

Abstract

Diazotization of a number of aminopyrazine and aminopyrimidine N-oxides affords intermediate diazonium compounds which can be converted to the corresponding bromo and chloro analogs in the presence of the appropriate halide ions. In some instances, electrophilic aromatic substitution takes place prior to the diazotization step. Nucleophilic halogenation accompanying deoxygenation occurs with 2-aminopyrimidine N-oxide in the same manner as described for some 3-amino-1,2,4-triazine 2-oxides.