ISOTHIAZOLES .2. REACTION OF LAMINO-4-(4-METHOXYPHENYL)-ISOTHIAZOLE-1,1-DIOXIDE WITH SODIUM-AZIDE

Citation
O. Carugo et al., ISOTHIAZOLES .2. REACTION OF LAMINO-4-(4-METHOXYPHENYL)-ISOTHIAZOLE-1,1-DIOXIDE WITH SODIUM-AZIDE, Tetrahedron, 49(40), 1993, pp. 9117-9126
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
49
Issue
40
Year of publication
1993
Pages
9117 - 9126
Database
ISI
SICI code
0040-4020(1993)49:40<9117:I.ROL>2.0.ZU;2-1
Abstract
lamino-4-(4-methoxyphenyl)-isothiazole-1,1-dioxide 1, was reacted with the azide ion in different solvents. Depending on reaction conditions -1H-isothiazole-[4,5-d]-1,2,3-triazole-6,6-dioxide 3 and/or hydro-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 t he formation of the above compounds was accompanied by solvent additio n forming (4-methoxyphenyl)-5-ethoxy-isothiazole-1,1-dioxide 2 and oxy phenyl)-5-(2-oxopropyl)-isothiazole-1,1-dioxide 6, respectively. React ion mechanisms and structures of products are discussed.