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Aromatic systems with 10π electrons derived from 3a‐azapentalene. XXXV Quaternary salts of 3‐methyl‐ s ‐triazolo[4,3‐α]benzimidazole
Author(s) -
de Mendoza Javier,
Rull Pedro
Publication year - 1978
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.5570150624
Subject(s) - chemistry , benzimidazole , protonation , alkyl , halide , alkylation , medicinal chemistry , hydrolysis , stereochemistry , organic chemistry , ion , catalysis
Quaternary salts with general structures 3 and 4 are obtained by reaction of 3‐methyl‐ s ‐tríazolo [4,3‐α]benzimidazole and its alkyl derivatives 1 and 2 (R ≠ H) with alkyl halides. Compound 1 quaternizes at N 1 and N 2 , whereas 2 quaternizes only at N 9 . Compounds 3 and 4 are useful models for the study of the sites of protonation in this series. Structures are unequivocally assigned by hydrolysis and dealkylation.