Regioselective S→N allylic transposition of 3-allylthio 1,2,4-triazinone without solvent, and catalyst under microwave irradiation

Article abstract of DOI:10.1080/10426500008045237

The facile and regioselective cyclization of 3-allylsulfanyl-6-methyl-2H-[1,2,4-]triazin-5-one 2 to 3,6-dimethyl-2,3-dihydro-thiazolo [3,2-.b.][1,2,4] triazin-7-one 3has been performed by the catalytic action of H₂SO₄. Compound 2 underwent [3,3] sigmatropic shift under microwave irradiation to afford 4N allyl derivative 5 in fairly good yield. Treatment of 5 with cone, sulphuric acid afforded the corresponding 2-methyl thiazolo[2,3-c] triazinone 7.

Full text of DOI:10.1080/10426500008045237

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Phosphorus, Sulfur, and Silicon
and the Related Elements
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REGIOSELECTIVE S→N
ALLYLIC TRANSPOSITION OF 3-
ALLYLTHIO 1,2,4-TRIAZINONE
WITHOUT SOLVENT, AND
CATALYST UNDER MICROWAVE
IRRADIATION
a
a
a
M. M. Heravi , M. A. Nooshabadi & K. Aghapoor
a
Chemistry & Chemical Engineering Research Center
of Iran, P.O. Box: 14335-186, Tehran, Iran
Published online: 27 Oct 2006.
To cite this article: M. M. Heravi , M. A. Nooshabadi & K. Aghapoor (2000)
REGIOSELECTIVE S→N ALLYLIC TRANSPOSITION OF 3-ALLYLTHIO 1,2,4-
TRIAZINONE WITHOUT SOLVENT, AND CATALYST UNDER MICROWAVE IRRADIATION,
Phosphorus, Sulfur, and Silicon and the Related Elements, 164:1, 95-101, DOI:
10.1080/10426500008045237
To link to this article: http://dx.doi.org/10.1080/10426500008045237
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