O. Carugo, F. Clerici, Donato Pocarb
1993
Citations
0
Influential Citations
15
Citations
Journal
Tetrahedron
Abstract
Abstract 3-Diethylamino-4-(4-methoxyphenyl)-isothiazole-1,1-dioxide 1, was reacted with the azide ion in different solvents. Depending on reaction conditions 4-diethylamino-3a,6a-dihydro-3a-(4-methoxyphenyl)-1H-isothiazole-[4,5-d]-1,2,3-triazole-6,6-dioxide 3 and/or 4-diethylamino-1-[3-diethylamino-4,5-dihydro-4-(4-methoxyphenyl)-5-isothiazolyl-1,1-dioxide]-3a, 6a-dihydro-3a-(4-methoxyphenyl)-1H-isothiazole-[4,5-d]-1,2,3- triazole-6,6-dioxide 4 were formed. When ethanol or acetone were used as reaction solvent the formation of the above compounds was accompanied by solvent addition forming 3-diethylamino-4,5-dihydro-4-(4-methoxyphenyl)-5-ethoxy-isothiazole-1,1-dioxide 2 and 3-diethylamino-4,5-dihydro-4-(4-methoxyphenyl)-5-(2-oxopropyl)-isothiazole-1,1-dioxide 6, respectively. Reaction mechanisms and structures of products are discussed.