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The reaction of 2‐(ω‐chloroalkyl)benzimidazoles with thiourea. Studies on heterocyclic compounds. I
Author(s) -
Ogura H.,
Itoh T.,
Tajika Y.
Publication year - 1968
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.5570050302
Subject(s) - chemistry , thiourea , chloride , organic chemistry , benzimidazole , medicinal chemistry
By reaction of the appropriate 2‐(ω‐chloroalkyl)benzimidazoles with thiourea, 2‐(α‐mercaptoalkyl)benzimidazoles (IV) have been prepared. The attempted preparation of 2‐(β‐ and γ‐mercaptoalkyl)benzimidazoles failed. β‐Elimination was observed by alkaline treatment of S ‐[2‐(2‐benzimidazolyl)‐propyl]isothiuronium chloride (VII), whereas 2‐(γ‐chlorobutyl)benzimidazoles did not give an isothiuronium chloride.