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Benzimidazolinetriones. Reactions of 2,5,6‐ and 2,4,7‐benzimidazolinetriones
Author(s) -
March Louis C.,
Joullié Madeleine M.
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.5570070105
Subject(s) - ethanethiol , chemistry , isoprene , ethylenediamine , medicinal chemistry , ring (chemistry) , condensation , condensation reaction , organic chemistry , catalysis , physics , copolymer , thermodynamics , polymer
The condensation of 2,5,6‐benzimidazolinetrione with ethylenediamine resulted in the formation of the 1,3‐dihydro‐2 H ‐imidazo[4,5‐ g ]quinoxalin‐2‐one ring system. The reaction of this trione with excess ethanethiol resulted in the isolation of three hydroquinones which were oxidized to the respective quinones. 2,4,7‐Benzimidazolinetrione was shown to undergo a Diels‐Alder reaction with isoprene and a mono‐addition reaction with benzenethiol.