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Synthesis of 1,2‐diaryl‐2‐imidazolines
Author(s) -
Perillo Isabel,
Lamdan Samuel
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.5570070407
Subject(s) - chemistry , imidazoline receptor , organic chemistry , group (periodic table) , medicinal chemistry , nitrogen , medicine
Polyphosphoric acid and N ‐aryl‐ N ′‐benzoylethylenediamines in a type of Bischler‐Napieralski reaction afforded 1,2‐diaryl‐2‐imidazolines in good yields, rather than the 2,3‐dihydro‐1 H ‐[1,4]‐benzodiazepines. Blocking of the amino nitrogen by a methyl or ethyl group, to avoid imidazoline formation, gave starting material rather than the expected dihydrobenzodiazepine. When p ‐tosyl was the blocking group, imidazoline was again the only product isolated. Analytical and spectroscopic data of several unreported 1,2‐diaryl‐2‐imidazolines are presented.