Chemistry of Heterocyclic Compounds p. 48 - 52 (1987)
Update date:2022-08-04
Topics:
Anisimova, V. A.
Levchenko, M. V.
The possibility of annelation of the imidazoline ring on the basis of 2(2-hydroxyethylamino)-benzimidazoles was studied.It was shown that the action of hydrobromic, sulfuric, nitrosylsulfuric, and polyphosphoric acids, acetic anhydride, and phosphorus oxychloride on them does not lead to 2,3-dihydroimidazo<1,2-a>-benzimidazoles.In the case of POCl3 the products were 2-(2-chloroethylamino)benzimidazoles, treatment of which with alcoholic alkali led primarily to nucleophilic substitution of the chlorine atom by a methoxy group.Three-ring imidazolines are formed in 12-15percent yields in this case.It was established that the reaction proceeds through the intermediate formation of aziridine derivatives.
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