Reaction of 4-hydroxyacridin-9(10H)-one and 4-hydroxyacridine-9(10H)-thione with α,ω-alkyl dibromides

Article abstract of DOI:10.1007/PL00010131

Starting from 4-hydroxyacridin-9(10H)-one (1) and 4-hydroxyacridine-9(10H)-thione (2), a series of bis-derivatives was prepared, among them the bridged bis-acridin-(10H)-ones 9-14 and the bis-mercapto-(9H)-acridines 15-18. The reactivity of the 2-and 4-hydroxy series was compared; it was found that it is harder to demethylate 4-methoxy derivatives than their 2-methoxy analogues.