Selective Functionalization of 2-Nitro-p-phenylenediamine : Part III - A New Route to 1-Arylbenzimidazole 5-carbamates, Including Cambendazole
Reaction of 3,4-diaminophenylcarbamic acid ethyl ester (2) with carboxymethyl dithiobenzoate (3) gives the thiobenzanilides (4a or 4b), which could be cyclized by acid to 2-phenylbenzimidazole-5-carbamic acid ethyl ester (5).The same product is obtained by the reaction of 2 with benzaldehyde and sulphur.Other aromatic aldehydes have been similarly reacted to give (9b-d).Cambendazole (9e) is obtained by the reaction of thiazole-4-aldehyde and sulphur with 3,4-diaminophenylcarbamic acid isopropyl ester (6e).
Rajappa, S.,Sreenivasan, R.
p. 539 - 541
(2007/10/02)
Compositions and methods for the treatment of helminthiasis
Compositions and methods for the treatment of helminthiasis are disclosed which utilize 5-isopropoxycarbonylamino-2-(4'-thiazolyl)-benzimidazole and 3'-chloro-4'-(p-chlorophenoxy)-3,5-diiodosalicylanilide as the active ingredients.
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(2008/06/13)
A new broad-spectrum anthelmintic: 2-(4-thiazolyl)-5-isopropoxycarbonylamino-benzimidazole.