1,2,4-Triazines. 5. Regioselective N2-amination of 3-methylthio-1,2,4-triazin-5(2H)-ones. A new efficient synthesis of [1,2,4]triazolo[2,3-b][1,2,4]triazin-7(1H)-one †

doi:10.1002/JHET.5570190672

Paper

1,2,4-Triazines. 5. Regioselective N2-amination of 3-methylthio-1,2,4-triazin-5(2H)-ones. A new efficient synthesis of [1,2,4]triazolo[2,3-b][1,2,4]triazin-7(1H)-one †

Published Nov 1, 1982 · Y. Sanemitsu, Yoshinori Nakayama, Shiroshita Masao

Journal of Heterocyclic Chemistry

Q3 SJR score

7

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0

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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).

Study Snapshot

This study presents a regioselective synthesis of 2-amino-1,2,4-triazinones (3a-b) using 3-methylthio-1,2,4-triazinones (1a-b) and O-(2,4-dinitrophenyl)hydroxyl

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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1,2,4-Triazines. 5. Regioselective N2-amination of 3-methylthio-1,2,4-triazin-5(2H)-ones. A new efficient synthesis of [1,2,4]triazolo[2,3-b][1,2,4]triazin-7(1H)-one †

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