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Acridizinium betaines
Author(s) -
Bradsher C. K.,
Parham J. C.,
Turner J. D.
Publication year - 1965
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570020302
Subject(s) - betaine , chemistry , isoquinoline , pyridine , hydroxide , salt (chemistry) , bromide , medicinal chemistry , sodium hydroxide , benzyl bromide , organic chemistry , polymer chemistry , catalysis
The quaternary salts formed by reaction of tolyl sultone (2, 1, 3H‐benzoxathiole‐1, 1‐dioxide) with 2‐(1,3‐dioxolan‐2‐yl)‐ or 2‐(2‐methyl[1, 3]dioxolan‐2‐yl)pyridine may be cyclized in acid to afford the betaines derived from 7‐sulfo‐ and 7‐sulfo‐11‐methylacridizinium hydroxides. Similarly 1‐(1,3‐dioxolan‐2‐yl)isoquinoline may be converted to the betaine of 9‐sulfobenzo[a]acridizinium hydroxide. The sodium salt of 2‐(3′‐sulfobenzoyl)pyridine may be quaternized with benzyl bromide and the resulting betaine cgclized to afford the betaine of 11‐(3′‐sulfophenyl)acridizinium hydroxide.