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Some reactions of 5‐methyl‐11 H ‐isoindolo[2,1‐α] benzimidazolium salts
Author(s) -
Irick Gether
Publication year - 1970
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.5570070104
Subject(s) - chemistry , halide , alkali metal , alkylation , condensation , ring (chemistry) , methylene , medicinal chemistry , condensation reaction , organic chemistry , catalysis , physics , thermodynamics
5‐Methyl‐11 H ‐isoindolo[2,1‐α]benzirnidazolium halide (IV), obtained by direct quaternization of the precursor III, underwent facile condensation reactions at its 11‐methylene group similar to those of 11 H ‐isoindolo[1,2‐ b ]benzothiazolium cation II. Although the treatment of II with alkali regenerated its precursor I, treatment of IV with alkali caused ring opening to a phthalimidine. Attempted thermal cyclization of 2‐(alkylaminophenyl)phthalimidines, e.g ., VII, resulted in dealkylation to produce III.