Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5227885 | Tetrahedron | 2008 | 10 Pages |
Abstract
3-Alkyl-5-phenyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7(6H)-ones were prepared by nitrosative cyclization of the appropriate 5,6-diamino-2-phenylpyrimidin-4(3H)-ones with nitrous acid and were subjected to regioselective alkylation with several alkylating agents in aprotic solvent at different temperature. Simultaneous 6-N- and 7-O-alkylation were observed and the regioselectivity varied remarkably with size and shape of the alkylating agents as well as with the reaction temperature. Similarly, N- and O-alkylation as well as selectivity was also observed in the case of 2-phenyl-9-propyl-9H-purin-6(1H)-one. Some of the synthesized compounds showed moderate antiviral and antitumor activities.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Rafiqul Islam, Noriyuki Ashida, Tomohisa Nagamatsu,