Nitroazines 25. Spectral study of the reaction of the transformation of 6-Nitroazolo[1,5-a]Pyrimidines by CH-active nitriles

Transformations of 5‐nitropyrimidines

“…The above transformation of 5-nitropyrimidines into pyridines was used [97,98] in the course of studying the possible re-cyclizations of pyrimidine ring in to bicyclic [1,2,4] The possibility of 5-nitropyrimidine 199 transformation into substituted nitropyrimidine under the action of enamine is described in a short publication [101]. The authors chose an unusual macrocyclic enamine 200 including a cyclodecene core (Scheme 66).…”

“…The above transformation of 5-nitropyrimidines into pyridines was used [97,98] in the course of studying the possible re-cyclizations of pyrimidine ring in to bicyclic [1,2,4]triazolo [1,5-a]pyrimidines 190 (Scheme 65). For this purpose the researchers chose various acetonitrile derivatives as active methylene compounds.…”

Cyanoacetamides and their thio- and selenocarbonyl analogues as promising reagents for fine organic synthesis

“…The latter are converted into 7nitro-9-oxo-4,9-dihydroazolo[1,5-a]pyrido [2,3-d]pyrimidines 124 on subsequent treatment with sodium carbonate in ethanol and acidification with HCl. 158,159 Synthesis of 5-amino-4-cyano-1,2,3-thiadiazole (126) by the reaction of tosyl azide 125 with cyanothioacetamide (1b) has been described. 160 Later, 161 1,2,3-thiadiazolium bromides 127 were obtained by bromination of arylhydrazonocyanothioacetamides 16.…”