Synthesis of anthra[9,1-cd]isothiazolium derivatives and their reactions with nucleophiles

Autor: Gorelik, M. V., Shteiman, V. Ya., Alimova, R. A.
Zdroj: Chemistry of Heterocyclic Compounds; February 1992, Vol. 28 Issue: 2 p213-219, 7p
Abstrakt: The methylation of 9-methyl-4-methylamino-5H-anthra[1,9,8-bcde]-1,10?4-dithia-9-azapentalen-5-one takes place at the S(1), atom and leads to a 2-methyl-7-methylamino-10-methylthio-6-oxo-6H-anthra[9,1-cd]isothiazolium salt, while protonation is directed to the N(9) atom to give a 5,10-bis(methylamino)-6-oxo-6H-anthra [1,9-cd]dithiolium salt. Depending on their nature, substitution of the hydrogen atom in the 5 or 3 position, reversible addition of a hydroxide ion in the 10b position, demethylation, or opening of the heteroring occurs in the reaction of the anthraisothiazolium cation with nucleophilic reagents.
Databáze: Supplemental Index