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Syntheses and transformations of substituted benzazolyl‐ and tetrazolyl(benzotriazol‐1‐yl)methanes
Author(s) -
Katritzky Alan R.,
Asian Diana,
Shcherbakova Irina V.,
Chen Jie,
Belyakov Sergei A.
Publication year - 1996
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.5570330418
Subject(s) - chemistry , benzotriazole , sodium azide , acetonitrile , acetic acid , nucleophile , methylene , cycloaddition , medicinal chemistry , alkylation , condensation , organic chemistry , catalysis , physics , thermodynamics
Condensation reactions of o ‐hydroxy‐ and o ‐mercaptoanilines, and o ‐phenylenediamine with (benzotriazol‐1‐yl)acetic acid result in (1,3‐benzazol‐2‐yl)(benzotriazol‐1‐yl)methanes. Cycloaddition of sodium azide to (benzotriazol‐1‐yl)acetonitrile leads to (1,2,3,4‐tetrazol‐5‐yl)(benzotriazol‐1‐yl)methane. The diazolo‐substituted benzotriazolylmethanes thus obtained were mono‐ and di‐alkylated at the methylene group and the displacement of the benzotriazole group by nucleophiles was investigated.