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Synthesis and reactions of 2‐amino‐7, 8‐dimethoxy‐1 h ‐3‐benzazepines. Competitive formation of 2‐amino‐1 h ‐3‐benzazepines vs . 2‐benzylimidazoles
Author(s) -
Robey R. L.,
CopleyMerriman C. R.,
Phelps M. A.
Publication year - 1989
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.5570260350
Subject(s) - benzazepines , chemistry , stereochemistry , benzazepine , medicinal chemistry
A short synthesis of 2‐amino‐7, 8‐dimethoxy‐1 H ‐3‐benzazepine ( 1a ) from 3, 4‐dimethoxyphenylacetonitrile ( 8a ) is reported. The synthesis of several other 2‐amino‐1 H ‐3‐benzazepines 1 is also discussed. Conditions which favor the formation of 1 versus the formation of the isomeric 2‐benzylimidazoles 11 are evaluated. Several reactions of 1a are also described.