1, 2, 4??triazines. 7. Regioselective n2??amination of 3??methylthio??1, 2, 4??triazin??5 (2H)??ones. A novel synthesis of [1, 2, 4] triazolo [2, 3??b][1, 2, 4] triazinones and?? …

Y Sanemitsu, Y Nakayama…

Index: Sanemitsu, Yuzuru; Nakayama, Yoshinori; Shiroshita, Masao Journal of Heterocyclic Chemistry, 1983 , vol. 20, p. 1671 - 1675

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Abstract

Abstract A regioselective synthesis of 2-aminotriazinones 6a-d is reported, by reaction of 3- methylthio-1, 2, 4-triazinones 5a-d 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-triazinedione (11a) has shown the site of amination to be N2 of the 1, 2, 4- triazinone ring. Subsequent reaction of 2-amino-1, 2, 4-triazinones 6a-b with amines, ...