54895-69-1Relevant academic research and scientific papers
On the Existence of 2-Imino-2H-1,3-thiazines
Schroth, W.,Spitzner, R.,Ezzat, M. M.,Richter, M.,Freitag, S.
, p. 148 - 160 (2007/10/02)
The title compounds 2 are readily liberated from the 2-amino-1,3-thiazinium salts 1 by treatment with bases.Their stability depends sensitively on the substituents at the imino-N.The imino-N substituted 2a-i are isolable as well-defined coloured substances.Reaction of the 2 as well 1 with nucleophilic agents affords pyrimidine-2-thiones (4, 9-11, 16-18).In these ring transformations a nucleophilic addition at ring position 6 as primary reaction step is preferred.The imino-N unsubstituted representatives display a more complicated behaviour; the highly enhanced reactivity prevents or handicaps, respectively, any isolation.As exemplified in the base-induced ring-transformation of 1m to the pyrimidine derivative 19, these 2 are able to react as nucleophiles too, and versatile intermolecular self-reactions are increasingly favoured.
