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Reactions of 2 ‐dichloromethylbenzimidazole with certain primary amines
Author(s) -
Pascal Robert A.,
Jungk Steven,
Risinger G. E.
Publication year - 1978
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.5570150131
Subject(s) - chemistry , benzimidazole , primary (astronomy) , alkali metal , dimer , diol , medicinal chemistry , organic chemistry , combinatorial chemistry , physics , astronomy
An investigation of the reactions of 2,2‐dichloromethylbenzimidazole with primary amines has led to the synthesis of 2( N ‐ t ‐butylformimidoyl)benzimidazole, 2‐ N ‐(2‐phenylethyl)formimdoylbenzimidazole, and 1‐(ethoxyearbonylmethyl)‐2‐( N ‐ t ‐butylformimidoyl)benzimidazole. Under mild alkali conditions, 2,2‐dichloromethylbenzimidazole was rapidly converted into a dimer, namely, 6 H ,13 H ‐pyrazino[1,2‐ a :4,5‐ a ']bisbenzimidazole‐6,13‐diol.