89569-70-0Relevant articles and documents
1,2,4-Triazines. 7. Regioselective N2-Amination of 3-Methylthio-1,2,4-triazin-5(2H)-ones. A Novel Synthesis of Triazolotriazinones and -triazine
Sanemitsu, Yuzuru,Nakayama, Yoshinori,Shiroshita, Masao
, p. 1671 - 1675 (2007/10/02)
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, followed by ring closure with aliphatic acids provided triazolotriazine-7(1H)-ones 13a-e.Conversion of triazolotriazinone 13c to unsubstituted triazolotriazine (15) was attained.