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Synthesis of some 2‐(heteroarylamino)benzimidazoles and their cyclization with phosgene
Author(s) -
Bossio Ricardo,
Marcaccini Stefano,
Parrini Valerio,
Pepino Roberto
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.5570220448
Subject(s) - chemistry , phosgene , thiazole , pyrazine , pyridine , ring (chemistry) , mass spectrum , medicinal chemistry , benzimidazole , stereochemistry , mass spectrometry , organic chemistry , chromatography
2‐(Benzimidazol‐2‐ylamino)pyridine (4a) , 2‐(benzimidazol‐2‐ylamino)pyrazine (4b) , and 2‐(benzimidazol‐2‐ylamino)thiazole (4c) underwent a ring‐closure reaction on treatment with phosgene affording 6 H ‐pyrimido‐[1′,2′:5,4][1,3,5]triazino[1,2‐ a ]benzimidazol‐6‐one (1a) , 6 H ‐pyrazino[1′,2′:5,4][1,3,5]triazino[1,2‐ a ]benzimidazol‐6‐one (1b) , and 5 H ‐thiazolo[2′,3′:4,5][1,3,5]triazino[1,2‐ a ]benzimidazol‐5‐one (1c) respectively. The structure of these hitherto unknown heterocyclic systems was confirmed by their ir and mass spectra.