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Synthesis of fused ring heterocycles from aromatic amines with hydroximoyl chlorides
Author(s) -
Abdelhamid Abdou O.,
Párkányi Cyril,
Rashid S. M. Khaledur,
Lloyd Winston D.
Publication year - 1988
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.5570250210
Subject(s) - chemistry , imidazole , moiety , ring (chemistry) , yield (engineering) , solvent , medicinal chemistry , proton nmr , organic chemistry , metallurgy , materials science
Abstract Substituted 2‐arylbenzimidazoles, 2‐arylbenzoxazoles and 2‐arylbenzothiazoles were obtained in good yield by the reaction of hydroximoyl chlorides with ortho ‐substituted aromatic amines. The benzo moiety of the benzimidazoles was shown by nmr to be symmetrical, indicating that the N‐H group proton of the imidazole ring is exchanging with the water protons in the DMSO‐d 6 solvent.