Y. Sanemitsu, Yoshinori Nakayama, Shiroshita Masao
Nov 1, 1982
Citations
0
Influential Citations
7
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
A regioselective synthesis of 2-amino-1,2,4-triazinones (3a-b) is reported, by reaction of 3-methylthio-1,2,4-triazinones (1a-b) with O-(2,4-dinitrophenyl)hydroxylamine (2), as an amino transfer agent. A spectroscopic study and an unequivocal synthesis of 2-amino-4-methyl-6-phenyl-1,2,4-triazinone (8a) has shown the site of amination to be N2 of the 1,2,4,-triazinone ring. Subsequent reaction of 2-amino-1,2,4-triazinone (3b) with ammonium hydroxide, followed by ring closure with formic acid provided [1,2,4]triazolo[2,3-b][1,2,4]triazin-7 (1H)-one (10).