51735-97-8Relevant academic research and scientific papers
Synthesis of N-Substituted Oxo- and Thioxopyrimidines from 1,2,4-Dithiazolium Salts
Holzer, Max,Dobner, Bodo,Briel, Detlef
, p. 895 - 900 (2007/10/02)
2,4-Diaryl-substituted 1,3-thiazine-5-carbonitriles 5, 6, obtained by reaction of 1,2,4-dithiazolium salts 1 with activated cyanoacetates, undergo ring transformations in the presence of primary and secondary amines.Thus, 5 and 6 react with primary amines under mild conditions to give hardly accessible N-3-substituted oxopyrimidine- or thioxopyrimidine-5-carbonitriles 11, 16, with secondary amines to give N-3-unsubstituted pyrimidine derivatives 14, 19 and with diamines to give imidazopyrimidines or pyrimidopyrimidines 23a, b.After alkylation of 1,3-thiazines 6, highly reactive 1,3-thiazinium salts 8 can be isolated. - Key Words: 1,3-Thiazines / Pyrimidines / Thiazinium salts
