35198-67-5Relevant academic research and scientific papers
Selective Functionalization of 2-Nitro-p-phenylenediamine : Part III - A New Route to 1-Arylbenzimidazole 5-carbamates, Including Cambendazole
Rajappa, S.,Sreenivasan, R.
, p. 539 - 541 (2007/10/02)
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).
