Search results for "mechanism of migration"

Synthesis and Rearrangement of 2-(N-Methyl-N-nitroamino)-4-phenylthiazole

2007

2-(N-Methyl-N-nitroamino)-4-phenylthiazole (5) was prepared and rearranged in aqueous dioxane under influence of sulphuric acid of various concentrations. 2-(N-Methylamino)- 5-nitro-4-phenylthiazole (6) was the only product up to 50% acid concentration. At higher acidities, significant amounts of nitro derivatives 3b and3c, substituted in benzene ring, were also formed. The result indicates that migration of the N-nitro group occurs on the intramolecular path, however, in concentrated sulphuric acid, formation of nitronium ion and ring nitration also takes place.