2034-30-2Relevant academic research and scientific papers
3-ALKYL-6-METHYL-5,7-DIOXO-4,5,6,7-TETRAHYDRO-1,2,3-TRIAZOLOPYRIMIDINES AND THEIR ALKYLATIONS
Bozoova, Alena,Rybar, Alfonz,Alfoeldi, Juraj,Basnakova, Gabriela
, p. 1314 - 1325 (1992)
Alkylation of 3-alkyl-6-methyl-5,7-dioxo-4,5,6,7-tetrahydro-1,2,3-triazolopyrimidines I with alkyl halides in dimethylformamide in the presence of potassium carbonate, or by analogous alkylation of sodium salts of compounds I afforded the respectiv
Synthesis and regioselective N- and O-alkylation of 1H- or 3H-[1,2,3]triazolo[4,5-d]pyrimidine-5,7(4H,6H)-diones (8-azaxanthines) and transformation of their 3-alkyl derivatives into 1-alkyl isomers
Islam, Rafiqul,Nagamatsu, Tomohisa
, p. 4167 - 4179 (2008/03/13)
Several alkylating agents, for example alkyl halides and dimethyl sulfate, were employed in aprotic solvents under a variety of conditions for the alkylation of mono- and disubstituted 1H- or 3H-[1,2,3]triazolo[4,5-d] pyrimidine-5,7(4H,6H)-diones, which were prepared by cyclization of the appropriate 5,6-diaminouracils with nitrous acid. The alkylation on the triazole ring in the presence of anhydrous potassium carbonate took place simultaneously at the 1- and 2-positions, with alkylation at the 2-position taking priority. Similar alkylation on the pyrimidine ring with an equivalent alkylating reagent took place only at the 4-position. The alkylation of 3,6-disubstituted derivatives at room temperature led to 5-O-alkylation accompanied by 4-N-alkylation, but at high temperature only 4-N-alkylation took place. Reaction of 3,4,6-trisubstituted derivatives with excess alkylating agent at high temperature leads to the formation of 1,4,6-trisubstituted derivatives with elimination of the 3-substituent. Georg Thieme Verlag Stuttgart.
