Conversion of a Primary Amino Group into a Nitroso Group. Synthesis of Nitroso-Substituted Heterocycles

Article abstract of DOI:10.1021/jo00342a035

2-Aminopyridine, 2-amino-4-methylpyridine, 1-aminoisoquinoline, 2-aminopyrimidine, and 2-aminopyrazine have been converted to the corresponding nitroso compounds by reaction with dimethyl sulfide and N-chlorosuccinimide, deprotonation of the resulting sul