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

Citation
Mm. Heravi et al., Regioselective S -> N allylic transposition of 3-allylthio 1,2,4-triazinone without solvent, and catalyst under microwave irradiation, PHOSPHOR SU, 164, 2000, pp. 95-101
Citations number
25
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
ISSN journal
10426507 → ACNP
Volume
164
Year of publication
2000
Pages
95 - 101
Database
ISI
SICI code
1042-6507(2000)164:<95:RS-NAT>2.0.ZU;2-2
Abstract
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 Compoun d 2 underwent [3,3] sigmatropic shift under microwave irradiation to afford 4N allyl derivative 5 in fairly good yield. Treatment of 5 with cone, sulp huric acid afforded the corresponding 2-methyl thiazolo[2,3-c] triazinone 7 .