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Synthesis of 5 H ‐tetrazolo[5,1‐ c ][1,4]benzodiazepines
Author(s) -
Klaubert Dieter H.,
Bell Stanley C.,
Pattison Thomas W.
Publication year - 1985
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.5570220221
Subject(s) - chemistry , azide , ring (chemistry) , stereochemistry , medicinal chemistry , organic chemistry
A three step synthesis of 5 H ‐tetrazolo[5,1‐ c ][1,4]benzodiazepin‐11‐ones 8a‐d via the reaction of a substituted benzyl azide and ethyl cyanoformate is described. The derived lactams are converted to the corresponding 11‐thiones 9a‐d and, through the S ‐methylated derivatives, to the 11‐amino analogs 11a‐f. All of the described compounds are representatives of a novel ring system.