ISSN:
0170-2041
Keywords:
1,3-Thiazines
;
Pyrimidines
;
Thiazinium salts
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Synthesis of N-Substituted Oxo- and Thioxopyrimidines from 1,2,4-Dithiazolium Salts2,4-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 derivates 14, 19 and with diamines to give imidazo[1,2-c]pyrimidines or pyrimido[1,2-c]pyrimidines 23a, b. After alkylation of 1,3-thiazines 6, highly reactive 1,3-thiazinium salts 8 can be isolated.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199419940909
Permalink